Academic literature on the topic 'RCM (Ring closing metathesis)'

Create a spot-on reference in APA, MLA, Chicago, Harvard, and other styles

Select a source type:

Consult the lists of relevant articles, books, theses, conference reports, and other scholarly sources on the topic 'RCM (Ring closing metathesis).'

Next to every source in the list of references, there is an 'Add to bibliography' button. Press on it, and we will generate automatically the bibliographic reference to the chosen work in the citation style you need: APA, MLA, Harvard, Chicago, Vancouver, etc.

You can also download the full text of the academic publication as pdf and read online its abstract whenever available in the metadata.

Journal articles on the topic "RCM (Ring closing metathesis)"

1

Krehl, Stefan, Diana Geißler, Sylvia Hauke, Oliver Kunz, Lucia Staude, and Bernd Schmidt. "The catalytic performance of Ru–NHC alkylidene complexes: PCy3 versus pyridine as the dissociating ligand." Beilstein Journal of Organic Chemistry 6 (December 15, 2010): 1188–98. http://dx.doi.org/10.3762/bjoc.6.136.

Full text
Abstract:
The catalytic performance of NHC-ligated Ru-indenylidene or benzylidene complexes bearing a tricyclohexylphosphine or a pyridine ligand in ring closing metathesis (RCM), cross metathesis, and ring closing enyne metathesis (RCEYM) reactions is compared. While the PCy3 complexes perform significantly better in RCM and RCEYM reactions than the pyridine complex, all catalysts show similar activity in cross metathesis reactions.
APA, Harvard, Vancouver, ISO, and other styles
2

Massé, Paul, Sabine Choppin, Lucia Chiummiento, Gilles Hanquet, and Françoise Colobert. "Unintended Formation of a 26-Membered Cycle in the Course of a Novel Approach to Myricanol, a Strained [7,0]-Metacyclophane." Synlett 31, no. 06 (November 29, 2019): 559–64. http://dx.doi.org/10.1055/s-0039-1691523.

Full text
Abstract:
A convergent approach for the synthesis of (±)-myricanol, a strained diarylheptanoid isolated from Myricacae, was undertaken using a Suzuki–Miyaura coupling followed by a ring-closing metathesis (RCM). Herein, we report the unintentional formation of a 26-membered macrocycle as RCM product resulting from a head-to-tail dimerization of the seco-precursor, even in relay ring-closing metathesis (RRCM) conditions.
APA, Harvard, Vancouver, ISO, and other styles
3

Gleeson, Ellen C., W. Roy Jackson, and Andrea J. Robinson. "Ring closing metathesis of unprotected peptides." Chemical Communications 53, no. 70 (2017): 9769–72. http://dx.doi.org/10.1039/c7cc04100d.

Full text
APA, Harvard, Vancouver, ISO, and other styles
4

Li, Ying, Yugang Bai, Nan Zheng, Yang Liu, Gretchen A. Vincil, Benjamin J. Pedretti, Jianjun Cheng, and Steven C. Zimmerman. "Crosslinked dendronized polyols as a general approach to brighter and more stable fluorophores." Chemical Communications 52, no. 19 (2016): 3781–84. http://dx.doi.org/10.1039/c5cc09430e.

Full text
Abstract:
Fluorescent, aqueous-soluble, crosslinked dendronized polyols (CDPs) are obtained through a sequential process involving ring-opening metathesis polymerization (ROMP), intra-chain ring-closing metathesis (RCM), and hydrolysis.
APA, Harvard, Vancouver, ISO, and other styles
5

Domon, Daisuke, Kenshu Fujiwara, Natsumi Kawamura, Ryo Katoono, Hidetoshi Kawai, and Takanori Suzuki. "A New Variant of Fused Cyclic Ether Synthesis Based on Ireland-Claisen Rearrangement and RCM." Natural Product Communications 8, no. 7 (July 2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800718.

Full text
Abstract:
A new variant of fused cyclic ether synthesis based on Ireland-Claisen rearrangement and ring-closing olefin metathesis (RCM) was developed. The Ireland-Claisen rearrangement and ring-closing olefin metathesis (RCM) was developed. The Ireland-Claisen rearrangement of a ( Z)-3-alkoxyprop-2-en-1-yl glycolate ester having a cyclic ether on the oxygen at C3 of the ( Z)-prop-2-en-1-yl group stereoselectively produced an anti-α,β-dialkoxyester which was successfully transformed to a fused bicyclic ether via a reaction sequence including RCM.
APA, Harvard, Vancouver, ISO, and other styles
6

Schultze, Christiane, and Bernd Schmidt. "Ring-closing-metathesis-based synthesis of annellated coumarins from 8-allylcoumarins." Beilstein Journal of Organic Chemistry 14 (December 5, 2018): 2991–98. http://dx.doi.org/10.3762/bjoc.14.278.

Full text
Abstract:
8-Allylcoumarins are conveniently accessible through a microwave-promoted tandem Claisen rearrangement/Wittig olefination/cyclization sequence. They serve as a versatile platform for the annellation of five- to seven-membered rings using ring-closing olefin metathesis (RCM). Furano-, pyrano-, oxepino- and azepinocoumarins were synthesized from the same set of precursors using Ru-catalyzed double bond isomerizations and RCM in a defined order. One class of products, pyrano[2,3-f]chromene-2,8-diones, were inaccessible through direct RCM of an acrylate, but became available from the analogous allyl ether via an assisted tandem catalytic RCM/allylic oxidation sequence.
APA, Harvard, Vancouver, ISO, and other styles
7

Siano, Vincenzo, Ilaria D’Auria, Fabia Grisi, Chiara Costabile, and Pasquale Longo. "Activity and stereoselectivity of Ru-based catalyst bearing a fluorinated imidazolinium ligand." Open Chemistry 9, no. 4 (August 1, 2011): 605–9. http://dx.doi.org/10.2478/s11532-011-0034-6.

Full text
Abstract:
AbstractGrubbs II generation catalyst (3), bearing a fluorinated imidazolinium ligand, was investigated in cross metathesis (CM), ring closing metathesis (RCM) and ring opening polymerization metathesis (ROMP) for a variety of substrates. Kinetic studies showed reduced stability of the catalyst in methylene chloride following the first 15 minutes of reaction preventing a higher efficiency despite the very high activity. Beneficial solvent effects on the catalyst stability were observed by performing RCM in C6F6.
APA, Harvard, Vancouver, ISO, and other styles
8

Liniger, Marc, Christian M. Neuhaus, and Karl-Heinz Altmann. "Ring-Closing Metathesis Approaches towards the Total Synthesis of Rhizoxins." Molecules 25, no. 19 (October 2, 2020): 4527. http://dx.doi.org/10.3390/molecules25194527.

Full text
Abstract:
Efforts are described towards the total synthesis of the bacterial macrolide rhizoxin F, which is a potent tubulin assembly and cancer cell growth inhibitor. A significant amount of work was expanded on the construction of the rhizoxin core macrocycle by ring-closing olefin metathesis (RCM) between C(9) and C(10), either directly or by using relay substrates, but in no case was ring-closure achieved. Macrocycle formation was possible by ring-closing alkyne metathesis (RCAM) at the C(9)/C(10) site. The requisite diyne was obtained from advanced intermediates that had been prepared as part of the synthesis of the RCM substrates. While the direct conversion of the triple bond formed in the ring-closing step into the C(9)-C(10) E double bond of the rhizoxin macrocycle proved to be elusive, the corresponding Z isomer was accessible with high selectivity by reductive decomplexation of the biscobalt hexacarbonyl complex of the triple bond with ethylpiperidinium hypophosphite. Radical-induced double bond isomerization, full elaboration of the C(15) side chain, and directed epoxidation of the C(11)-C(12) double bond completed the total synthesis of rhizoxin F.
APA, Harvard, Vancouver, ISO, and other styles
9

Chatterjee, A. K., F. D. Toste, S. D. Goldberg, and Robert H. Grubbs. "Synthesis of coumarins by ring-closing metathesis." Pure and Applied Chemistry 75, no. 4 (January 1, 2003): 421–25. http://dx.doi.org/10.1351/pac200375040421.

Full text
Abstract:
Investigations into olefin ring-closing metathesis (RCM) have led to a general method for the synthesis of coumarins. Catalysts with higher activity, such as the second-generation ruthenium catalyst, promote the intramolecular reaction between two-electron deficient olefins. This method allows for convenient access to a variety of coumarins substituted at both the 3- and 4-positions, as well as a tetrasubstituted example.
APA, Harvard, Vancouver, ISO, and other styles
10

Masuda, Shun, Shugo Tsuda, and Taku Yoshiya. "Ring-closing metathesis of unprotected peptides in water." Organic & Biomolecular Chemistry 16, no. 48 (2018): 9364–67. http://dx.doi.org/10.1039/c8ob02778a.

Full text
APA, Harvard, Vancouver, ISO, and other styles
More sources

Dissertations / Theses on the topic "RCM (Ring closing metathesis)"

1

Pavlyuk, Oksana M. "Synthesis of Nitrogen-Containing Heterocycles via Carbenoid Insertion/Ring-Closing Metathesis Sequence." Ohio University / OhioLINK, 2011. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1303761092.

Full text
APA, Harvard, Vancouver, ISO, and other styles
2

Salvador, Mayra Beloti. "Estudos visando a elucidação estrutural de uma diidro-2H-piranona natural." [s.n.], 2007. http://repositorio.unicamp.br/jspui/handle/REPOSIP/249254.

Full text
Abstract:
Orientador: Ronaldo Aloise Pilli
Dissertação (mestrado) - Universidade Estadual de Campinas, Instituto de Quimica
Made available in DSpace on 2018-08-10T13:11:39Z (GMT). No. of bitstreams: 1 Salvador_MayraBeloti_M.pdf: 2010457 bytes, checksum: 350e267c8a65621fe41d0da941852b62 (MD5) Previous issue date: 2007
Resumo: Esta dissertação de mestrado trata da síntese da Criptomoscatona D2, uma lactona isolada pelo grupo de pesquisa dos Profs. Cavalheiro e Yoshida a partir da Cryptocarya moschata, planta encontrada em território brasileiro, cujas configurações relativa e absoluta ainda não foram determinadas. Além de auxiliar em sua elucidação estrutural a síntese desta molécula nos permitiria realizar estudos sobre sua atividade citotóxica, dando prosseguimento a estudos anteriores desenvolvidos em nosso laboratório com essa classe de compostos. Partindo-se do benziloxiacetaldeído obteve-se o álcool homoalílico quiral correspondente através de uma reação de alilação assimétrica com alilestanana e (S)-binaftol. Clivagem oxidativa da dupla ligação e reação de alilação mediada por InCl3 e estanho metálico na presença de brometo de alila forneceu uma mistura de álcoois homoalílicos sin/anti 1:1 cuja separação cromatográfica permitiu o prosseguimento da síntese racêmica com cada um dos diasteroisômeros. A reação de proteção das hidroxilas com o grupo TBS, seguida de clivagem oxidativa da dupla ligação e reação de alilação com BF3.Et2O e alilestanana forneceu o terceiro álcool homoalílico com mistura diastereoisomérica de cerca de 2:1 em ambas as rotas. Por fim, uma reação de esterificação do álcool remanescente na forma de acrilato seguida de reação de metátese de olefinas para formação do anel lactônico nos possibilitou o mapeamento de grande parte da rota sintética da Criptomoscatona D2 em sua forma racêmica
Abstract: This work describes the preliminary studies on the racemic and the asymmetric synthesis of Cryptomoscatone D2 based on sequential allylation reactions for the construction of its three stereogenic centers and ring-closing methatesis reaction to construct the lactone scaffold. Besides allowing the structure elucidation of the molecule isolated from a typical brazilian plant by the research groups of Profs. Cavalheiro and Yoshida, the synthesis of such a lactone would allow us to carry new cytotoxic studies which are being lately developed with this class of compound. The synthesis started with the allylation reaction of benzyloxyacetaldehyde under the conditions described by Keck and coworkers to furnish corresponding homoallylic alcohol. After an oxidative cleavage of the double bond, an InCl3 promoted allylation reaction allowed the preparation a 1:1 mixture of syn/anti homoallylic alcohols which were as the TBS ethers and submitted separately to double bond oxidative cleavages. These aldehydes were used as substrates for another allylation reaction with BF3.Et2O and allyltri-n-butyltin and the homolallylic alcohols (2:1 diatereoisomeric mixtures) were converted to the corresponding acrylates in order to carry out the planned RCM reaction. Several allylation reactions were tested and the homoallylic alcohols were prepared in 1:1 diasteroisomeric excesses. Efforts will be carried out in order to enhance the distereoselectivity of the allylation reactions for an efficient approach to Cryptomoscatone D2 (12) backbone
Mestrado
Quimica Organica
Mestre em Química
APA, Harvard, Vancouver, ISO, and other styles
3

Kavitake, Santosh. "A synergy between well-defined homogeneous and heterogeneous catalysts : the case of Ring Opening - Ring Closing Metathesis of cyclooctene." Thesis, Lyon 1, 2011. http://www.theses.fr/2011LYO10211/document.

Full text
Abstract:
Dans le cadre de la formation sélective d'oligomères cycliques à partir du cyclo-octène, des matériaux hybrides organiques-inorganiques mésostructurés bien-définis contenant les unités Ru-NHC dissymétriques le long des canaux poreux de leur matrice de silice ont été développés et caractérisés à un niveau moléculaire. Tous les systèmes obtenus ont montré des fortes activités et sélectivités en oligomères cycliques (dimères : 50% et trimères : 25%) en RO-RCM du cyclo-octène, contrairement aux complexes homogènes Ru-NHC analogues symétriques (G-II et GH-II), qui conduisent préférentiellement à la formation de polymères. La variation de la longueur et de la flexibilité des bras espaceurs, dans le cas des catalyseurs hétérogènes, a prouvé que les bras courts et flexibles stabilisent grandement les sites actifs Ru-NHC pendant la réaction de métathèse et ce, grâce à la présence d'interactions entre les sites Ru-NHC catalytiquement actifs et la surface silicique. La présence de telles interactions a été mise en évidence par RMN du phosphore 31 à l'état solide. Des études supplémentaires concernant les performances catalytiques de complexes organométalliques Ru-NHC dissymétriques (analogues aux sites Ru-NHC contenus dans les catalyseurs hétérogènes) et Ru-NHC symétriques (G-II et Nolan) ont clairement montré que le facteur clé influençant la sélectivité en oligomères cycliques est la dissymétrie des ligands NHC. Cette dissymétrie génère la présence de deux sites actifs de configurations différentes au sein même des espèces Ru-NHC. Un des sites favorise la réaction intramoléculaire de fermeture de cycle par métathèse alors que l'autre site permet la réaction intermoléculaire d'ouverture de cycle conduisant ainsi à la formation des oligomères cycliques de petite taille
In the context of the selective formation of cyclic oligomers from cyclooctene, well-defined hybrid organic-inorganic mesoporous materials containing unsymmetrical Ru-NHC units along the pore channel of their silica matrix have been developed and characterized at a molecular level. All systems displayed high activity and selectivity towards the formation of lower cyclic oligomers in the RO-RCM of cyclooctene yielding mainly the dimer and the trimer with 50% and 25% selectivity, respectively, in contrast to classical symmetrical homogeneous analogues (G-II and GH-II), which yield mainly to polymers. Variation of length and flexibility of the tethers showed that flexible short tethers were critical for high stability of the catalysts during metathesis, which is consistent with the stabilization of Ru-NHC active sites by surface functionalities; this surface interaction was further corroborated by the absence of a PCy3 ligand coordinated to Ru when short flexible linkers are used. Further investigations using homogeneous symmetrical (G-II and Nolan) and unsymmetrical (analogues to heterogeneous catalysts) Ru-NHC catalysts clearly showed that the key factor influencing the selectivity towards low cyclic oligomers is the unsymmetrical nature of NHC ligands, which creates dual site configuration in the catalyst architecture thus alternatively favouring one reaction over another, Ring Opening (ROM) vs. Ring Closing (RCM) Metathesis (propagation vs. backbiting), thus leading to the selective tandem RO RCM of cyclooctene. Finally, we have also investigated Grubbs Hoveyda-II (GH-II) type catalysts immobilized on silica support through adsorption, which showed the same product selectivity as that of the well-defined Ru-NHC materials. This result implies that the adsorbed symmetrical GH-II catalyst “becomes unsymmetrical upon adsorption”. Adsorbing unsymmetrical molecular GH II catalysts did not however improve the performances of these types of catalysts. Overall, the unique property of unsymmetrical NHC Ru catalyst, whether supported or not, opens new perspectives in the selective synthesis of macrocycles from other cyclic alkenes via metathesis
APA, Harvard, Vancouver, ISO, and other styles
4

Finelli, Fernanda Gadini. "Sintese da macrolactona da migrastatina e analogo : sinteses e aplicações de novos substratos em reações de RCAM catalisadas por [Mo]." [s.n.], 2009. http://repositorio.unicamp.br/jspui/handle/REPOSIP/248483.

Full text
Abstract:
Orientador: Luiz Carlos Dias
Tese (doutorado) - Universidade Estadual de Campinas, Instituto de Quimica
Made available in DSpace on 2018-08-13T21:30:59Z (GMT). No. of bitstreams: 1 Finelli_FernandaGadini_D.pdf: 6560101 bytes, checksum: 5eb9e7f25248bb940dd29d8af3e505ed (MD5) Previous issue date: 2009
Resumo: O capítulo 1 relata as sínteses da macrolactona da migrastatina 11 e da macrolactona análoga 62a. A macrolactona da migrastatina é o composto que apresenta a maior atividade de inibição de migração de células tumorais in vitro dentre os compostos da família da migrastatina até hoje sintetizados. A macrolactona 62a, ainda inédita na literatura, é epímero em C8 da macrolactona 62b sintetizada pelo grupo do Professor Danishefsky em 2004 e apresenta atividade de inibição semelhante à macrolactona 11. Além disso, foram realizados estudos visando à síntese da macrolactona 124, epímero da macrolactona 11. Paralelamente, em colaboração com a Farmoquímica Cristália e o grupo do Professor Adriano Andricopulo, do IF/USP de São Carlos, foram realizados testes de avaliação biológica de diversos compostos sintetizados neste trabalho com o intuito de gerar novas substâncias químicas bioativas candidatas a novos fármacos no tratamento do câncer de mama. O capítulo 2 relata a síntese e aplicação de alguns substratos contendo grupos funcionais que ainda não haviam sido testados frente à reação de metátese de alcinos utilizando um novo catalisador de molibdênio. Este projeto foi desenvolvido no laboratório do Professor Alois Fürstner, no Instituto Max-Planck, em Mülheim an der Ruhr ¿ Alemanha. Além disso, um precursor do fragmento B das Latrunculinas A e B foi sintetizado em grande escala, fornecendo material para subsequentes estudos químicos e biológicos
Abstract: Chapter 1 describes the syntheses of macrolactones 11 and 62a. Macrolactone 11 presents the best tumor cell migration inhibitory effect among the compounds of the migrastatin family synthesized so far. Macrolactone 62a, not described in the literature, is the C8-epimer of macrolactone 62b, which was synthesized by Professor Danishefsky¿s group in 2004 and shows similar antitumor activities when compared to macrolactone 11. Studies aiming at the synthesis of macrolactone 124, epimer of macrolactone 11, were also performed. Besides, in collaboration with Farmoquímica Cristália and Professor Andricopulo¿s group (IF/USP, São Carlos), biological assays of several compounds synthesized in this work were carried out, with the purpose of developing new bioactive chemical substances which may soon be employed in the manufacturing of novel drugs in the treatment of breast cancer.Chapter 2 describes the syntheses of new substrates for applications in Mo-catalyzed RCAM. This project was carried out in Professor Fürstner¿s laboratory, at Max-Planck Institute, in Mülheim an der Ruhr ¿ Germany. In this part of the work, a Latrunculin A and B fragment precursor was also synthesized in large scale to provide further material for new biological and chemical studies
Doutorado
Quimica Organica
Doutor em Ciências
APA, Harvard, Vancouver, ISO, and other styles
5

Helmboldt, Hannes. "Studien zur Synthese von Jatrophan-Diterpenen." Doctoral thesis, Saechsische Landesbibliothek- Staats- und Universitaetsbibliothek Dresden, 2006. http://nbn-resolving.de/urn:nbn:de:swb:14-1149002173288-83354.

Full text
Abstract:
Es wird die enantioselektive Synthese eines substituierten Cyclopentanfragmentes beschrieben, welches zur Synthese einer Vielzahl von Diterpenen aus Euphorbiaceae genutzt werden kann. Schlüsselschritt hierbei ist eine intramolekulare Carbonyl-En-Reaktion. In zwei verschiedenen Syntheseansätzen wurde versucht, dieses zu einem Jatrophan-Diterpen umzusetzen. Versuche hinsichtlich einer Nozaki-Hiyama-Kishi-Kupplung werden beschrieben. Im zweiten Ansatz, wurde über eine Ringschlussmetathese bzw. eine Relay-Ringschlussmetathese versucht entsprechende Jatrophane herzustellen. Dies gelang bei einem Substrat, welches eine zweifach substituierte Doppelbindung beinhaltet. Somit konnte ein nichtnatürliches 17-Norjatrophan enantioselektiv synthetisiert werden
The enantioselective synthesis of a highly substituted cyclopentan, useful for the synthesis of diterpenes from Euphorbiaceae is described. Key step is a intramolecular carbonyl-en reaction. Two different approaches towards Jatrophanes were examined. The first one envisioning a Nozaki-Hiyama-Kishi coupling didn´t work. The second one employed a ring-closing-metathesis which was successful in the case of a disubstituted double bond formed. The use of an relay-ring-closing-metathesis was also examined. The enantioselective synthesis of a nonnatural 17-Norjatrophane is described in all details
APA, Harvard, Vancouver, ISO, and other styles
6

Aitken, Steven Geoffrey. "Design, synthesis and testing of β-strand mimics as protease inhibitors." Thesis, University of Canterbury. Chemistry, 2006. http://hdl.handle.net/10092/1984.

Full text
Abstract:
Chapter 1 gives background information on proteases and discusses the concept of protease inhibition as a therapeutic strategy for humans. It introduces the key concept that conformation defines biological activity. It also outlines how proteases almost universally bind their substrate/inhibitors in an extended β-strand conformation. The use of calpain as a prototype protease for the testing of β-strand mimics synthesised later in the thesis is also discussed. Chapter 2 describes how molecular modeling was used to rationalise the structure based activity relationships (SAR) of known calpain inhibitors. Molecular modeling was then used to successfully design a number of acyclic β-strand mimics. The synthesis and testing of eight such inhibitors is described. The most potent β-strand mimic prepared was 2.13. This was determined to have an IC₅₀ of 30 nM against calpain II. Chapter 3 outlines the history and application of ring closing metathesis (RCM) to the synthesis of cyclic compounds. The attempted synthesis of an eight membered cyclic nitrogen to nitrogen conformationally constrained dipeptide is described. The synthesis of a conformationally constrained β-amino acid calpain inhibitor (3.73) is also described. A novel calpain inhibitor motif was designed in Chapter 4. On the basis of this an in-silico combinatorial library of two hundred and eighty eight possible β-strand templates was prepared. Conformational analysis of this library was performed and from this a number of excellent β-strand templates were identified and selected for synthesis. The preparation of ten β-strand templates is described. New microwave irradiation methodology was developed to achieve this. vii The formation of a six-membered catalyst deactivating chelate is also proposed to explain why some dienes fail to undergo RCM. Two methods to circumvent the formation of such a chelate are outlined. The addition of Lewis acid chloro-dicyclohexyl borane to the RCM reaction mixture and chain length alteration are investigated. Chapter 5 describes the design of macrocyclic β-strand mimics using induced fit molecular modelling. The physicochemical properties of these were calculated in-silico. From this analysis a number of Tyr-XX-Gly based and Tyr-XX-Cys based macrocyclic calpain inhibitors were selected for synthesis. The preparation and testing of these are described. In the Tyr-XX-Gly macrocyclic system a number of variables were investigated and numerous SAR implications concluded. Aldehyde 5.14 was identified as the best electrophilic warhead macrocyclic calpain inhibitor with an IC₅₀ against calpain II of 27 nM. The best non-electrophilic warhead macrocycle (5.13) had an IC₅₀ against calpain II of 704 nM. Chapter 6 describes synthetic optimisation for the preparation of calpain inhibitors 2.13, 5.14 and 5.17. Multi-gram quantities of each were prepared. Aldehydes 2.13 and 5.14 were evaluated as anti-cataract agents using in-vivo cataract sheep model. Both of these β-strand mimics were demonstrated to retard cataract development. Macrocycle 5.14 was found to be the most effective, decreasing the rate of cataract development between forty four and forty nine per cent relative to control. Chapter 7 outlines the attempted development of RCM methodology for the chiral synthesis of α-α disubstituted amino acid lactams. In addition, methodology for the stereoselective incorporation of a C-N constrained β-amino acid carbocycle into a peptide or peptidomimetic is described.
APA, Harvard, Vancouver, ISO, and other styles
7

Coe, Samuel. "Phyllostictine A ring assembly via ring closing metathesis." Thesis, University of Warwick, 2014. http://wrap.warwick.ac.uk/67101/.

Full text
Abstract:
This thesis describes work focused on the chemical synthesis and herbicidal activity of the natural product phyllostictine A, a molecule of unique structure and unknown mode of action. Chapter 1 serves to introduce the natural product and describe the known activity of the natural product. Furthermore, it discusses literature methods for the construction of a-methylene-b-lactams, a key component of phyllostictine A. Chapter 2 describes work towards the construction of the macrocyclic rings found in phyllostictine A. As a result a-methylene-b-lactams have been shown, for the first time, to participate in RCM reactions. Formation of 11- and 12-membered trisubstituted membered rings was possible, however, the nature of the nitrogen substituent has a large impact. For example, 12-membered rings 124, 130 were formed in 37% yield when a para-methoxyphenyl group was utilised, while simple ethyl substitution could only achieve yields of 20%. Boc protected lactam 169 produced only linear dimer 170. The synthesis of tetrasubstituted alkenes via RCM was attempted with lactam 145, however, resulted in an unexpected rearrangement product. Not only was the RCM sensitive to the nitrogen substituent but also the size of ring being formed. For example, 11-membered rings produced significant amounts of the 22-membered dimers 89 and 87. Throughout the RCM reactions performed in this thesis held a preference for the Z-alkene. The trend was confirmed both by NMR shift analysis and X-ray crystallography. Chapter 3 describes work towards the synthesis of 4,4-disubstituted a-methylene-b-lactam subunit of phyllostictine A. Three methods: epoxide rearrangement, carbonylation of methyleneaziridines and carbonylation of 2-bromo-allyl-propenes were explored. Chapter 4 describes the herbicidal activity of phyllostictine A against the single celled algae C. reinhardtii. ED50 data was obtained for phyllostictine A against C. reinhardtii for the first time. Furthermore, it was shown to be comparable to the commercial herbicide glyphosate. Six novel a-methylene-b-lactams synthesised in Chapter 2 were tested for herbicidal activity against C. reinhardtii which has enabled us to develop preliminary structure-activity relationships.
APA, Harvard, Vancouver, ISO, and other styles
8

Salim, Sofia Saima. "Synthesis of sulfamides using ring closing diene metathesis and enyne metathesis." Thesis, University of Southampton, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.417402.

Full text
APA, Harvard, Vancouver, ISO, and other styles
9

Miles, Steven Malcolm. "Bio-active molecule synthesis incorporating ring-closing metathesis." Thesis, Imperial College London, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.406173.

Full text
APA, Harvard, Vancouver, ISO, and other styles
10

Barker, William D. "Photoannulation and ring closing metathesis of carbohydrate derivatives." Thesis, University of Leicester, 2000. http://hdl.handle.net/2381/30040.

Full text
Abstract:
The 'chiron approach' is a well-recognised technique for converting carbohydrates and other naturally occurring compounds into new chiral target molecules. The success of this area of chemistry can be attributed to the vast array of novel methods for transforming carbohydrates that have been developed over the last 50 years. Chapter 1 describes some of the key discoveries and pioneers within the field of carbohydrate annulation. As part of the Jenkins groups' on-going studies into the development of new methods for carbohydrate annulation, we have demonstrated the ease in which simple carbohydrate derivatives can be cyclised by Ring Closing Metathesis (RCM). Using Grubbs ruthenium catalyst 176b, we have cyclised a range of substrates derived from D-glucose to give annulated products such as 307. Some of the adducts have been reduced by well known methodology to give chiral fragments such as 348 which may be used as 'chiron' in further synthesis (Chapter 2). (Fig. 10916A). We have also utilised the copper (I) triflate catalysed intramolecular [2+2] photocycloaddition reaction to cyclise a range of carbohydrate derivatives such as 306 to afford enantiomerically pure products 400 and this represents a novel method to add to the increasingly wide range of techniques for annulating carbohydrates. (Fig. 10916B). To further extend the scope of the catalysed [2+2] photochemical ring closure reaction, we have investigated a variety of reagents in an attempt to make it an asymmetric catalytic process. The chiral diene 535 can be cyclised in the presence of a number of chiral catalysts such as 554 to give two enantiomeric tricyclic products 536a and 536b, which can be quantitatively analysed by chiral hplc. The chiral catalyst should favour on enantiomer over the other. We have considered a variety of substrates, reagents and reaction conditions, and the results are reported in chapter 4. (Fig. 10916C).
APA, Harvard, Vancouver, ISO, and other styles
More sources

Books on the topic "RCM (Ring closing metathesis)"

1

Jaecques, Ryan Patrick. Studies toward the synthesis of indolizidine alkaloids and analogues using ring-closing metathesis. Ottawa: National Library of Canada, 2003.

Find full text
APA, Harvard, Vancouver, ISO, and other styles
2

Zunic, Valentin B. Diastereoselective ring closing metathesis as an approach to cycloalkenes and symmetrical bicyclodienes and their functionalization through desymmetrization reactions. 2001.

Find full text
APA, Harvard, Vancouver, ISO, and other styles

Book chapters on the topic "RCM (Ring closing metathesis)"

1

Li, Jie Jack. "Ring-closing metathesis (RCM)." In Name Reactions, 465–67. Berlin, Heidelberg: Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_217.

Full text
APA, Harvard, Vancouver, ISO, and other styles
2

Li, Jie Jack. "Ring-closing metathesis (RCM)." In Name Reactions, 514–16. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_232.

Full text
APA, Harvard, Vancouver, ISO, and other styles
3

Li, Jie Jack. "Ring-closing metathesis (RCM) using Grubbs and Schrock catalysts." In Name Reactions, 306–7. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_240.

Full text
APA, Harvard, Vancouver, ISO, and other styles
4

Li, Jie Jack. "Ring-closing metathesis (RCM) using Grubbs and Schrock catalysts." In Name Reactions, 337–38. Berlin, Heidelberg: Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/978-3-662-05336-2_251.

Full text
APA, Harvard, Vancouver, ISO, and other styles
5

Fang, Wei-Jie, Santosh S. Kulkarni, Thomas F. Murray, and Jane V. Aldrich. "Design and Synthesis of Cyclic Arodyn Analogues by Ring-Closing Metathesis (RCM) for Kappa Opioid Receptor (KOP) Antagonists." In Advances in Experimental Medicine and Biology, 279–80. New York, NY: Springer New York, 2009. http://dx.doi.org/10.1007/978-0-387-73657-0_125.

Full text
APA, Harvard, Vancouver, ISO, and other styles
6

van Lierop, Bianca J., Justin A. M. Lummiss, and Deryn E. Fogg. "Ring-Closing Metathesis." In Olefin Metathesis, 85–152. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2014. http://dx.doi.org/10.1002/9781118711613.ch3.

Full text
APA, Harvard, Vancouver, ISO, and other styles
7

de Koning, Charles B., and Willem A. L. van Otterlo. "Ring-Closing Metathesis." In Arene Chemistry, 451–84. Hoboken, NJ: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118754887.ch17.

Full text
APA, Harvard, Vancouver, ISO, and other styles
8

Hanson, Paul R., Soma Maitra, Rambabu Chegondi, and Jana L. Markley. "General Ring-Closing Metathesis." In Handbook of Metathesis, 1–170. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2015. http://dx.doi.org/10.1002/9783527674107.ch15.

Full text
APA, Harvard, Vancouver, ISO, and other styles
9

Farina, Vittorio, and András Horváth. "Ring-Closing Metathesis in the Large-Scale Synthesis of Pharmaceuticals." In Handbook of Metathesis, 633–58. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2015. http://dx.doi.org/10.1002/9783527674107.ch24.

Full text
APA, Harvard, Vancouver, ISO, and other styles
10

Davies, Paul W. "Ring-Closing Alkyne Metathesis in Natural Product Synthesis." In Metathesis in Natural Product Synthesis, 205–23. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2010. http://dx.doi.org/10.1002/9783527629626.ch7.

Full text
APA, Harvard, Vancouver, ISO, and other styles

Conference papers on the topic "RCM (Ring closing metathesis)"

1

Gisemba, Solomon A., and Jane V. Aldrich. "Peptide Ring Closing Metathesis: Minimizing Side Reactions in Arodyn Analogs." In The 24th American Peptide Symposium. Prompt Scientific Publishing, 2015. http://dx.doi.org/10.17952/24aps.2015.177.

Full text
APA, Harvard, Vancouver, ISO, and other styles
2

Etheve-Quelquejeu, Melanie, Jean-Marc Valery, and Juan Xie. "A NEW APPROACH TOWARDS THE BICYCLIC MOIETY OF THE MIHARAMYCINS BY RING CLOSING METATHESIS." In XXIst International Carbohydrate Symposium 2002. TheScientificWorld Ltd, 2002. http://dx.doi.org/10.1100/tsw.2002.583.

Full text
APA, Harvard, Vancouver, ISO, and other styles
3

Gumus, Aysegul, Selcuk Gumus, Nalan Büyükadalı, and Nezir Aslan. "Synthesis of Chiral Heteroaryl-Substituted Dihydropyran Derivatives via Ring Closing Enyne Metathesis Reaction." In The 21st International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2017. http://dx.doi.org/10.3390/ecsoc-21-04790.

Full text
APA, Harvard, Vancouver, ISO, and other styles
4

Bruder, Marjorie, and Ronaldo Aloise Pilli. "A tandem ring-closing/cross-coupling metathesis reaction toward the short synthesis of goniothalamin analogs." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0372-1.

Full text
APA, Harvard, Vancouver, ISO, and other styles
5

Lamaty, Frédéric, Stéphane Varray, Bérengère Sauvagnat, Christine Gauzy, René Lazaro, and Jean Martinez. "Poly(ethylene glycol) Supported Synthesis of Aminoacid Derivatives via Ring Closing Metathesis or Microwave-assisted Alkylation." In The 4th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2000. http://dx.doi.org/10.3390/ecsoc-4-01890.

Full text
APA, Harvard, Vancouver, ISO, and other styles
6

De Kimpe, Norbert, Tuyen Nguyen Van, Matthias D’Hooghe, and Siegfried Pattyn. "Application of Ring Closing Metathesis Towards Functionalized 1,4-dihydro-9,10-anthraquinones and Anthraquinones Using Grubbs’ Catalyst." In The 8th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2004. http://dx.doi.org/10.3390/ecsoc-8-01951.

Full text
APA, Harvard, Vancouver, ISO, and other styles
7

Al-Abed, Yousef, and Mohindra Seepersaud. "CONVERSION OF MONOSACCHARIDES INTO POLYHYDROXYCYCLOPENTENES VIA RING CLOSING METATHESIS, AN EXPEDITIOUS ROUTE TO PENTENOMYCIN, TREHAZOLIN, AND CARBA-D-FRUCTOFURANOSE." In XXIst International Carbohydrate Symposium 2002. TheScientificWorld Ltd, 2002. http://dx.doi.org/10.1100/tsw.2002.574.

Full text
APA, Harvard, Vancouver, ISO, and other styles

Reports on the topic "RCM (Ring closing metathesis)"

1

Low, Tammy K., and Eric Enholm. Ring-Closing Metathesis of Macrocyclic Compounds and Cross-Metathesis of Allyl Esters of Amino Acids Leading to Peptidominetics. Fort Belvoir, VA: Defense Technical Information Center, March 2005. http://dx.doi.org/10.21236/ada431183.

Full text
APA, Harvard, Vancouver, ISO, and other styles
We offer discounts on all premium plans for authors whose works are included in thematic literature selections. Contact us to get a unique promo code!

To the bibliography