Academic literature on the topic 'Cyclopropane Ring'

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Journal articles on the topic "Cyclopropane Ring"

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Craig, Alexander J., та Bill C. Hawkins. "The Bonding and Reactivity of α-Carbonyl Cyclopropanes". Synthesis 52, № 01 (2019): 27–39. http://dx.doi.org/10.1055/s-0039-1690695.

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The cyclopropane functionality has been exploited in a myriad of settings that range from total synthesis and methodological chemistry, to medical and materials science. While it has been seen in such a breadth of settings, the typical view of the cyclopropane moiety is that its reactivity is derived primarily from the release of ring strain. While this simplified view is a useful shorthand, it ignores the specific nature of cyclopropyl molecular orbitals. This review aims to present the different facets of cyclopropane bonding by examining the main models that have been used to explain the re
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Kohout, Ladislav. "The synthesis of 5,6-cyclopropanocholestanes with oxygen functions in positions 3 and 7." Collection of Czechoslovak Chemical Communications 51, no. 2 (1986): 429–35. http://dx.doi.org/10.1135/cccc19860429.

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The Simmons-Smith methylenation of the double bond in 3β-acetoxycholest-5-en-7-ols takes place selectively under formation of an adduct the configuration of which is determined by the configuration of the 7-hydroxyl group: 7β-alcohol IV gave 5β,6β-cyclopropane derivative VI, 7α-alcohol V gave 5α,6α-cyclopropane derivative VIII. On photochemically initiated cyclization of 3β-acetoxy-B-homo-5-en-7a-one (XIII) we obtained the product with an α-cyclopropane ring exclusively, i.e. 3β-acetoxy-5,6α-cyclopropano-5α-cholestan-7-one (XII).
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Singh, Satya Prakash, and Pompozhi Protasis Thankachan. "Hydroboration of Substituted Cyclopropane: A Density Functional Theory Study." Advances in Chemistry 2014 (August 18, 2014): 1–7. http://dx.doi.org/10.1155/2014/427396.

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The hydroboration of substituted cyclopropanes has been investigated using the B3LYP density functional method employing 6-31G** basis set. Borane moiety approaching the cyclopropane ring has been reported. It is shown that the reaction proceeds via a three-centered, “loose” and “tight,” transition states when boron added to the cyclopropane across a bond to a substituents. Single point calculations at higher levels of theory were also performed at the geometries optimized at the B3LYP level, but only slight changes in the barriers were observed. Structural parameters for the transition state
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Trudeau, Stéphane, and Pierre Deslongchamps. "Novel synthesis of a highly functionalized cyclopropane derivative." Canadian Journal of Chemistry 81, no. 9 (2003): 1003–11. http://dx.doi.org/10.1139/v03-119.

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A model study was carried out to explore the feasibility of synthesizing fused tricyclic ring structures containing a C7—C8 double bond juncture (steroid numbering) by employing an SN2' cyclization of a silyl enol ether to displace an allylic acetate as the key step. Instead of the anticipated product, highly functionalized cyclopropanes were obtained. These novel cyclopropane structures are the result of the concomitant 1,2-migration of a dithiane thioether moiety and the eventual displacement of the acetate group, followed by the cyclization of the silyl enol ether.Key words: tricycles, SN2'
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Babu, Kaki Raveendra, Xin He, and Silong Xu. "Lewis Base Catalysis Based on Homoconjugate Addition: Rearrangement of Electron-Deficient Cyclopropanes and Their Derivatives." Synlett 31, no. 02 (2019): 117–24. http://dx.doi.org/10.1055/s-0039-1690753.

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Cyclopropane is one of the most reactive functionalities owing to its intrinsic ring strain. Transition-metal catalysis and Lewis acid catalysis have been extensively used in ring openings of cyclopropanes; however, Lewis base-catalyzed activation of cyclopropanes remains largely unexplored. Upon nucleophilic attack with Lewis bases, cyclopropanes undergo ring cleavage in a manner known as homoconjugate addition to form zwitterionic intermediates, which have significant potential for reaction development but have garnered little attention. Here, we present a brief overview of this area, with a
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Budynina, Ekaterina, Konstantin Ivanov, Ivan Sorokin, and Mikhail Melnikov. "Ring Opening of Donor–Acceptor Cyclopropanes with N-Nucleo­philes." Synthesis 49, no. 14 (2017): 3035–68. http://dx.doi.org/10.1055/s-0036-1589021.

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Ring opening of donor–acceptor cyclopropanes with various N-nucleophiles provides a simple approach to 1,3-functionalized compounds that are useful building blocks in organic synthesis, especially in assembling various N-heterocycles, including natural products. In this review, ring-opening reactions of donor–acceptor cyclopropanes with amines, amides, hydrazines, N-heterocycles, nitriles, and the azide ion are summarized.1 Introduction2 Ring Opening with Amines3 Ring Opening with Amines Accompanied by Secondary Processes Involving the N-Center3.1 Reactions of Cyclopropane-1,1-diesters with Pr
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Liu, Yu, Qiao-Lin Wang, Zan Chen, et al. "Oxidative radical ring-opening/cyclization of cyclopropane derivatives." Beilstein Journal of Organic Chemistry 15 (January 28, 2019): 256–78. http://dx.doi.org/10.3762/bjoc.15.23.

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The ring-opening/cyclization of cyclopropane derivatives has drawn great attention in the past several decades. In this review, recent efforts in the development of oxidative radical ring-opening/cyclization of cyclopropane derivatives, including methylenecyclopropanes, cyclopropyl olefins and cyclopropanols, are described. We hope this review will be of sufficient interest for the scientific community to further advance the application of oxidative radical strategies in the ring-opening/cyclization of cyclopropane derivatives.
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Matyas, Libor, Radek Pohl, and Alexander Kasal. "Neighboring Group Participation in 12,20-Dioxopregnanes." Natural Product Communications 2, no. 11 (2007): 1934578X0700201. http://dx.doi.org/10.1177/1934578x0700201108.

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12,20-Dioxo-5α-pregnan-3β-yl acetate, obtained from hecogenin, was treated with NaH in DMSO to yield the bridged cyclopropano ketone, 3β-hydroxy-12α,21-cyclo-12β,21-methano-5α,17α-pregnan-20-one. In tert-BuOH the reaction leads to 3β-hydroxy-12,21-cyclo-5α-pregn-12,21-en-20-one. Experimental data prove that the new methylene group of the cyclopropane ring came from DMSO.
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Song, Xixi, Junbiao Chang, Yuanyuan Zhu, Shuang Zhao, and Minli Zhang. "Diastereoselective Synthesis of Spirobarbiturate-Cyclopropanes through Organobase-Mediated Spirocyclopropanation of Barbiturate-Based Olefins with Benzyl Chlorides." Synthesis 51, no. 04 (2018): 899–906. http://dx.doi.org/10.1055/s-0037-1609637.

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The organobase-mediated diastereoselective spirocyclopropanation of barbiturate-based olefins with 2,4-disubstituted benzyl chlorides has been developed. The reactions were carried out efficiently to afford the desired spirobarbiturate-cyclopropanes in up to 95% yield with more than 20:1 dr in favor of anti-isomers. In order to extend synthetic utility of the spiro-products, a Lewis acid induced cyclopropane-ring-expansion isomerization was also demonstrated.
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Ivanova, Olga, Vladimir Andronov, Irina Levina, Alexey Chagarovskiy, Leonid Voskressensky, and Igor Trushkov. "Convenient Synthesis of Functionalized Cyclopropa[c]coumarin-1a-carboxylates." Molecules 24, no. 1 (2018): 57. http://dx.doi.org/10.3390/molecules24010057.

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A simple method has been developed for the synthesis of cyclopropa[c]coumarins, which belong to the donor-acceptor cyclopropane family and, therefore, are promising substrates for the preparation of chromene-based fine chemicals. The method, based on the acetic acid-induced intramolecular transesterification of 2-arylcyclopropane-1,1-dicarboxylates, was found to be efficient for substrates containing hydroxy group directly attached to the aromatic ring.
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Dissertations / Theses on the topic "Cyclopropane Ring"

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Watson, Hayley. "Synthesis and reactivity of cyclopropanes and cyclopropenes." Thesis, Loughborough University, 2011. https://dspace.lboro.ac.uk/2134/9032.

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Activated cyclopropanes have been extensively used in synthetic chemistry as precursors for cycloaddition reactions. The rationale behind this is their ability to undergo ring-opening when activated by a Lewis acid, this can be enhanced further by the presence of a carbocation stabilising group like electron-rich aromatics. The stabilised dipole formed after ring opening can be trapped with suitable electrophiles such as imines and aldehydes via a [3+2] cycloaddition reaction. This results in the synthesis of pyrrolidines and tetrahydrofurans in excellent yields but moderate diastereoselectivi
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Podder, Ranjan Kumar. "Formation and cleavage of cyclopropane ring systems and related studies." Thesis, University of North Bengal, 1986. http://hdl.handle.net/123456789/848.

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Willis, Terrance James 1959. "THERMAL RING OPENING OF CYCLOPROPANES AS INITIATORS FOR POLYMERIZATION." Thesis, The University of Arizona, 1987. http://hdl.handle.net/10150/276540.

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Donor-Acceptor tetramethylenes have been studied by polymerizations. 1,4-Zwitterionic intermediates are indicated when reactive tetramethylenes initiate homopolymerization. Alternately, 1,4-diradical intermediates initiate copolymerization. This basis for studying intermediates has led to an empirical table for predicting the zwitterionic and diradical nature of addition and polymerization reactions of tetramethylenes. Here we attempted to extend this work to trimethalylenes by studying the thermal ring opening of ethyl chrysanthemate, ethyl 1-cyano-2-(4-methoxyphenyl)-cyclopropane-corboxylate
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Gillman, Kevin W. "Hydroboration of strained cyclopropane ring systems promoted by Wilkinson's catalyst /." Online version of thesis, 1991. http://hdl.handle.net/1850/10947.

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Johnson, William T. G. "Synthesis of precursors of a highly pyramidalized alkene and ab initio calculations on methylenecyclopropane, cyclopropene, and 1,3-diradicals /." Thesis, Connect to this title online; UW restricted, 1999. http://hdl.handle.net/1773/11586.

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Hewitt, Russell James. "Investigations of ring-opening reactions of cyclopropanated carbohydrates : towards the synthesis of the natural product (--)-TAN-2483B : a thesis submitted to the Victoria University of Wellington in fulfilment of the requirements for the degree of Doctor of Philosophy in Chemistry /." ResearchArchive@Victoria e-Thesis, 2010. http://hdl.handle.net/10063/1249.

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Cavitt, Marchello Alfonzo. "Stress relief: Exercising Lewis acid catalysis for donor-acceptor cyclopropane ring-opening annulations, a basis for new reaction methodologies." Diss., Georgia Institute of Technology, 2015. http://hdl.handle.net/1853/54448.

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Nature’s biodiversity is complex and filled with beauty and wonder which are all observable on the macroscopic scale. This exquisiteness of nature’s intricacies are mirrored on the molecular level such that substances, large or small, are assembled to serve as signaling molecules, protective agents, and fundamental composites of higher-order frameworks for the operation and survival of life. Over the years, chemists have isolated and synthesized these molecules, known as natural products, to understand and evaluate their functions in biology and potential for medicinal applications. Although
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Grimm, Michelle L. "Development of New N-Cyclopropyl Based Electron Transfer Probes for Cytochrome P-450 and Monoamine Oxidase Catalyzed Reactions." Diss., Virginia Tech, 2011. http://hdl.handle.net/10919/37919.

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The recent upsurge of degenerative diseases believed to be the result of oxidative stress has sparked an increased interest in utilizing the fundamental principles of physical organic chemistry to understand biological problems. Enzyme pathways can pose several experimental complications due to their complexity, therefore the small molecule probe approach can be utilized in an attempt understand the more complex enzyme mechanisms. The work described in this dissertation focuses on the use of N-cyclopropyl amines that have been used as probes to study the mechanism of monoamine oxidase (MAO) a
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Illy, Nicolas. "Activation non-métallique de la polymérisation anionique par ouverture de cycle des cyclopropane-1,1-dicarboxylates : application à la synthèse de transporteurs transmembranaires." Phd thesis, Université Paris-Est, 2009. http://tel.archives-ouvertes.fr/tel-00481301.

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La base phosphazène ButP4 associée au thiophénol ou au bis (2-mercaptoéthyl) éther a été utilisée avec succès pour amorcer quantitativement la polymérisation anionique par ouverture de cycle des monomères cyclopropane-1,1-dicarboxylates de dialkyle. Pour des températures comprises entre 30 et 60°C dans le THF ou entre 30 et 100°C dans le toluène, le mécanisme observé est celui d'une polymérisation anionique vivante qui conduit à des polymères présentant des indices de polymolécularité faibles et dont les Mn expérimentaux (mesurés par SEC et RMN 1H) sont en accord avec les valeurs théoriques. D
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Aponte-Guzman, Joel. "Ring-Opening Benzannulations of Cyclopropenes, Alkylidene Cyclopropanes, and 2,3-Dihydrofuran Acetals: A complementary Approach to Benzo-fused (Hetero)aromatics." Diss., Georgia Institute of Technology, 2015. http://hdl.handle.net/1853/54916.

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Over the past decades, functional group manipulation of aromatic precursors has been a common strategy to access new aromatic compounds. However, these classical methods, such as Friedel-Crafts alkylations and electrophilic/nucleophilic aromatic substitutions, have shown lack of regioselectivity besides the use of activators in excess amounts. To this end, numerous benzannulations to form benzo-fused substrates via Diels-Alder (DA), ring-closing metathesis (RCM), cycloaddition, and transition-metal-promoted processes have been reported. Appending a benzene ring directly onto a pre-existing rin
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Books on the topic "Cyclopropane Ring"

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Crowther, Donna Jean. Ring-opening reactions of cyclopropyl and cyclobutyl complexes of manganese and iron. 1989.

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Book chapters on the topic "Cyclopropane Ring"

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Wollenhaupt, Miriam, Martin Zoloff, and Dominik Marx. "Mechanochemistry of Cyclopropane Ring-Opening Reactions." In High Performance Computing in Science and Engineering ´15. Springer International Publishing, 2016. http://dx.doi.org/10.1007/978-3-319-24633-8_15.

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Tsukano, Chihiro, Motohiro Yasui, and Yoshiji Takemoto. "Total Synthesis of Avenaol." In Modern Natural Product Synthesis. Springer Nature Singapore, 2024. http://dx.doi.org/10.1007/978-981-97-1619-7_18.

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AbstractAvenaol is a terpene with a unique all-cis cyclopropane in which all bulky substituents are oriented in the same direction. It is categorized into a non-canonical strigolactone. We have synthesized alkylidenecyclopropanes by Rh-catalyzed intramolecular cyclopropanation of allenes, followed by iridium-catalyzed diastereoselective double bond isomerization to construct all-cis cyclopropanes. Subsequently, distinction of the two hydroxymethyl groups of 1,3-diol by an intramolecular SN1-type reaction, followed by cleavage of the tetrahydropyranyl ring by regioselective C–H oxidation, led t
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Salaün, Jacques. "Cyclopropane Derivatives and their Diverse Biological Activities." In Small Ring Compounds in Organic Synthesis VI. Springer Berlin Heidelberg, 1999. http://dx.doi.org/10.1007/3-540-48255-5_1.

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Michoff, Martin Zoloff, Miriam Wollenhaupt, and Dominik Marx. "Mechanochemistry of Ring-Opening Reactions: From Cyclopropane in the Gas Phase to Thiotic Acid on Gold in the Liquid Phase." In High Performance Computing in Science and Engineering ´16. Springer International Publishing, 2016. http://dx.doi.org/10.1007/978-3-319-47066-5_9.

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Wardell, J. L. "By Addition to Olefins and Acetylenes or Cyclopropanes by Ring Opening." In Inorganic Reactions and Methods. John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145258.ch87.

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Kimura, Makoto, Hirotaka Kawai, and Yasuhiko Sawaki. "Ring Opening Reaction of Phenylthio-Cyclopropanes by Anodic or Photochemical One-Electron Oxidation." In Novel Trends in Electroorganic Synthesis. Springer Japan, 1998. http://dx.doi.org/10.1007/978-4-431-65924-2_22.

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Wolf, Thomas, and Frederik R. Wurm. "Chapter 10. Organocatalytic Ring-opening Polymerization Towards Poly(cyclopropane)s, Poly(lactame)s, Poly(aziridine)s, Poly(siloxane)s, Poly(carbosiloxane)s, Poly(phosphate)s, Poly(phosphonate)s, Poly(thiolactone)s, Poly(thionolactone)s and Poly(thiirane)s." In Polymer Chemistry Series. Royal Society of Chemistry, 2018. http://dx.doi.org/10.1039/9781788015738-00406.

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Dufourc, Erick J. "Membrane Structure and Dynamics by NMR. Part 1: Effect of Cyclopropane Rings, Double Bonds and Sterols on the Structure and Dynamics of Phospholipid Membranes." In Membrane Biogenesis. Springer Berlin Heidelberg, 1988. http://dx.doi.org/10.1007/978-3-642-73184-6_11.

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"2.2.2. Rearrangements via Cyclopropane Intermediates." In Carbocyclic Three- and Four-Membered Ring Compounds, edited by Armin de Meijere. Georg Thieme Verlag, 1997. http://dx.doi.org/10.1055/b-0035-113165.

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"2.2.2. Rearrangements via Cyclopropane Intermediates." In Carbocyclic Three- and Four-Membered Ring Compounds, edited by Armin de Meijere. Georg Thieme Verlag, 1997. http://dx.doi.org/10.1055/b-0035-113166.

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Conference papers on the topic "Cyclopropane Ring"

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Bower, John F. "Directing Group Enhanced Carbonylative Ring Expansions of Amino Substituted Cyclopropanes." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-young4.

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Marini, Francesca, Valentina Frullini, Silvia Sternativo, Luana Bagnoli, and Claudio Santi. "Stereoselective synthesis of cyclopropanes from vinyl selenones via a Michael-initiated ring closure reaction." In The 17th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2013. http://dx.doi.org/10.3390/ecsoc-17-a011.

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