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Yanilkin, V. V.; Strunskaya, E. I.; Nastapova, N. V.; Iaksimyuk, N. I.; Бредихина, З. А.; Шарафутдинова, Д. Р.; Бредихин, А. А.

doi:10.1023/a:1024456510964

Cited by 3 publications

(2 citation statements)

References 12 publications

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“…49 Wang and co-workers found that the rate of dichlorocyclopropanation of 1,7-octadiene follow a pseudo first order under phase transfer conditions with high or low alkaline concentration. 49 Wang and co-workers found that the rate of dichlorocyclopropanation of 1,7-octadiene follow a pseudo first order under phase transfer conditions with high or low alkaline concentration.…”

Section: Kinetic Studiesmentioning

confidence: 99%

“…The reaction rate for electrocatalytic reduction of dihalocyclopropanes was determined in the presence of transition metal salen complexes and the results of these kinetic studies showed that electron transfer occurs via the inner sphere mechanism. 49 Wang and co-workers found that the rate of dichlorocyclopropanation of 1,7-octadiene follow a pseudo first order under phase transfer conditions with high or low alkaline concentration. 50,51 For phase transfer catalysts of the same anion, a smaller quaternary ammonium cation showed larger reactivity and the reason for this behaviour was attributed to the interfacial reaction mechanism where the reaction rate is highly dependent on the concentration of the catalyst at the interface.…”

Section: Kinetic Studiesmentioning

confidence: 99%

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Recent advances in the syntheses, transformations and applications of 1,1-dihalocyclopropanes

et al. 2015

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gem-Dihalocyclopropanes have wide-spread applications in organic synthesis due to their versatile chemistry. They can serve as substrates for a large range of useful materials such as natural products, alkaloids, cyclopropanes, heterocycles, aromatic ring systems etc. Normally the dihalocyclopropanes are prepared by the addition of dihalocarbene to alkene, but due to the great synthetic efficacy of gem-dihalocyclopropanes a number of methods have been developed for their synthesis. Generally gem-dihalocyclopropanes exist as strained cyclic systems with astonishing kinetic stability. They are capable of undergoing transformations leading to a variety of products which have potential applications in various synthetic organic chemistry fields.

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Section: Kinetic Studiesmentioning

confidence: 99%

Section: Kinetic Studiesmentioning

confidence: 99%

Recent advances in the syntheses, transformations and applications of 1,1-dihalocyclopropanes

et al. 2015

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Methods for the synthesis of donor-acceptor cyclopropanes

Tomilov¹,

Менчиков²,

Новиков³

et al. 2018

Russ. Chem. Rev.

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The interest in cyclopropane derivatives is caused by the facts that, first, the three-carbon ring is present in quite a few natural and biologically active compounds and, second, compounds with this ring are convenient building blocks for the synthesis of diverse molecules (acyclic, alicyclic and heterocyclic). The carbon–carbon bonds in cyclopropane are kinetically rather inert; hence, they need to be activated to be involved in reactions. An efficient way of activation is to introduce vicinal electron-donating and electron-withdrawing substituents into the ring; these substrates are usually referred to as donor-acceptor cyclopropanes. This review gives a systematic account of the key methods for the synthesis of donor-acceptor cyclopropanes. The most important among them are reactions of nucleophilic alkenes with diazo compounds and iodonium ylides and approaches based on reactions of electrophilic alkenes with sulfur ylides (the Corey – Chaykovsky reaction). Among other methods used for this purpose, noteworthy are cycloalkylation of CH-acids, addition of α-halocarbonyl compounds to alkenes, cyclization via 1,3-elimination, reactions of alkenes with halocarbenes followed by reduction, the Simmons – Smith reaction and some other. The scope of applicability and prospects of various methods for the synthesis of donor-acceptor cyclopropanes are discussed. The bibliography includes 530 references.

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