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Relevant bibliographies by topics / Cyclopropanol ring opening

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Academic literature on the topic 'Cyclopropanol ring opening'

Author: Grafiati

Published: 10 December 2022

Last updated: 31 July 2025

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Journal articles on the topic "Cyclopropanol ring opening"

1

Casey, Charles P., and Neil A. Strotman. "Mechanism of cyclopropanol to cyclopropanol isomerization mediated by Ti(IV) and a Lewis acid." Canadian Journal of Chemistry 84, no. 10 (2006): 1208–17. http://dx.doi.org/10.1139/v06-069.

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Isomerization of trans-3-deutero-r-1-methyl-cis-2-phenylcyclopropan-1-ol (1-trans-d) to three isomeric cyclopropanols was facilitated by reaction with a mixture of Ti(O-i-Pr)4 and BF3·OEt2. The more Lewis acidic Cl2Ti(O-i-Pr)2 catalyzed this reaction in the absence of BF3·OEt2. This cyclopropanol to cyclopropanol rearrangement involves reversible ring opening to a β-titanaketone. When the major species in solution prior to quenching was a titanium cyclopropoxide, a 40:40:10:10 mixture of cyclopropanols 1-trans-d:1-cis-d:2-trans-d:2-cis-d was obtained; this is close to the equilibrium ratio of

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2

Hasegawa, Eietsu, Minami Tateyama, Ryosuke Nagumo, Eiji Tayama, and Hajime Iwamoto. "Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives via radical pathways." Beilstein Journal of Organic Chemistry 9 (July 11, 2013): 1397–406. http://dx.doi.org/10.3762/bjoc.9.156.

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Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives were investigated. The regioselectivities of these processes were found to be influenced by the structure of cyclopropanols as well as the counter anion of the copper(II) salts. A mechanism involving rearrangement reactions of radical intermediates and their competitive trapping by copper ions is proposed.

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Shen, Mei-Hua, Xiao-Long Lu, and Hua-Dong Xu. "Copper(ii) acetate catalysed ring-opening cross-coupling of cyclopropanols with sulfonyl azides." RSC Advances 5, no. 120 (2015): 98757–61. http://dx.doi.org/10.1039/c5ra20729k.

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4

Oku, Akira, Masaharu Iwamoto, Kenji Sanada, and Manabu Abe. "Ring-opening addition reaction of cyclopropanol derivatives with carbenes." Tetrahedron Letters 33, no. 47 (1992): 7169–72. http://dx.doi.org/10.1016/s0040-4039(00)60864-x.

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OKU, A., M. IWAMOTO, K. SANADA, and M. ABE. "ChemInform Abstract: Ring-Opening Addition Reaction of Cyclopropanol Derivatives with Carbenes." ChemInform 24, no. 15 (2010): no. http://dx.doi.org/10.1002/chin.199315086.

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Hasegawa, Eietsu, Hiroyuki Tsuchida, and Mutsuko Tamura. "Cyclization and Ring-expansion Reactions Involving Reductive Formation and Oxidative Ring-opening of Cyclopropanol Derivatives." Chemistry Letters 34, no. 12 (2005): 1688–89. http://dx.doi.org/10.1246/cl.2005.1688.

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7

Shan, Mingde, and George A. O’Doherty. "Synthesis of Carbasugar C-1 Phosphates via Pd-Catalyzed Cyclopropanol Ring Opening." Organic Letters 10, no. 16 (2008): 3381–84. http://dx.doi.org/10.1021/ol801106r.

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8

Ye, Zhishi, Kristen E. Gettys, Xingyu Shen, and Mingji Dai. "Copper-Catalyzed Cyclopropanol Ring Opening Csp3–Csp3 Cross-Couplings with (Fluoro)Alkyl Halides." Organic Letters 17, no. 24 (2015): 6074–77. http://dx.doi.org/10.1021/acs.orglett.5b03096.

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Chen, Dengfeng, Yuanyuan Fu, Xiaoji Cao, Jinyue Luo, Fei Wang, and Shenlin Huang. "Metal-Free Cyclopropanol Ring-Opening C(sp3)–C(sp2) Cross-Couplings with Aryl Sulfoxides." Organic Letters 21, no. 14 (2019): 5600–5605. http://dx.doi.org/10.1021/acs.orglett.9b01908.

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10

Ziegler, Daniel T., Andrew M. Steffens та Timothy W. Funk. "Synthesis of α-methyl ketones by a selective, iridium-catalyzed cyclopropanol ring-opening reaction". Tetrahedron Letters 51, № 51 (2010): 6726–29. http://dx.doi.org/10.1016/j.tetlet.2010.10.067.

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Dissertations / Theses on the topic "Cyclopropanol ring opening"

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Volpicelli, Raffaella. "Iron(III) and manganese(III) mediated ring-opening reactions of cyclopropanol derivatives." Thesis, University of Nottingham, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.404925.

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2

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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3

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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4

Lund, Elizabeth Anne. "Studies of samarium(II) iodide-induced ring openings and donor-acceptor cyclopropanes." Thesis, University of Ottawa (Canada), 1994. http://hdl.handle.net/10393/6817.

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Studies based on radical-induced ring openings of halolactones, spirocyclobutanones, and Rh$\sb2$(OAc)$\sb4$-catalyzed reactions of $\alpha$-diazoketones are described. Novel ring openings and subsequent decarboxylations of iodolactone 66 and bromolactone 67 to give diene 78 were found to proceed under SmI$\sb2$/THF/HMPA (4 equiv) conditions. Upon treatment of iodothialactone 63, iodolactone 66 or bromolactone 67 with SmI$\sb2$/THF/HMPA with "reverse addition" it was found that the ring-opened unsaturated acid 79 was obtained in good yield in each case. The unprecedented ring opening reactions

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5

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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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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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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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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10

Jenkins, Natalie Faye. "Cobalt(II) Catalysts - Their Use in the Enantioselective Ring-opening of 1,2-Dioxines." 2003. http://hdl.handle.net/2440/37913.

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A series of new cobalt(II) beta-keto iminato complexes and cobalt(II) salens have been made and the effect of chirality in the northern, southern and peripheral quadrants of these catalysts, with respect to induced enantiomeric excess, during the ring-opening of 1,2-dioxines has been determined. Synthesis of a series of cobalt beta-keto iminato complexes was achieved after modification of literature procedures used for the synthesis of manganese beta-keto iminato complexes and this procedure was applied to generate ligands with ethyl, t-butyl, (-)-bornyl, (+)-menthyl and (-)-menthyl esters and

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Books on the topic "Cyclopropanol ring opening"

1

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 "Cyclopropanol ring opening"

1

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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2

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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3

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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4

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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5

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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6

Anderson, E. A., and B. Gockel. "Method 5: Kulinkovich Cyclopropanation of Esters Followed by Cyclopropanol Ring Opening." In Science of Synthesis Knowledge Updates KU 2010/4. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-129-00070.

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7

Tsukamoto, M., and M. Kitamura. "Ring Opening of Cyclopropanes." In Ethers. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-037-00055.

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8

Masse, C. E. "Ring Opening of Cyclopropanes." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00952.

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9

Stephenson, G. R., M. Perseghini, and A. Togni. "Opening Cyclopropane Rings." In Compounds with Transition Metal-Carbon pi-Bonds and Compounds of Groups 10-8 (Ni, Pd, Pt, Co, Rh, Ir, Fe, Ru, Os). Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-001-00699.

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10

de Meijere, A., and S. I. Kozhushkov. "Reactions without Ring Opening of the Cyclopropane Moieties." In Alkanes. Georg Thieme Verlag KG, 2009. http://dx.doi.org/10.1055/sos-sd-048-00335.

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