Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes.,Chemical Reviews

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Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes.
Chemical Reviews ( IF 51.4 ) Pub Date : 2020-05-29 , DOI: 10.1021/acs.chemrev.0c00109
Vincent Pirenne ₁ , Bastian Muriel ₁ , Jerome Waser ₁

Affiliation

This review describes the development of enantioselective methods for the ring opening of cyclopropanes. Both approaches based on the reaction of nonchiral cyclopropanes and (dynamic) kinetic resolutions and asymmetric transformations of chiral substrates are presented. The review is organized according to substrate classes, starting by the more mature field of donor–acceptor cyclopropanes. Emerging methods for enantioselective ring opening of acceptor- or donor-only cyclopropanes are then presented. The last part of the review describes the ring opening of more reactive three-membered rings substituted with unsaturations with a particular focus on vinylcyclopropanes, alkylidenecyclopropanes, and vinylidenecyclopropanes. In the last two decades, the field has grown from a proof of concept stage to a broad range of methods for accessing enantioenriched building blocks, and further extensive developments can be expected in the future.

中文翻译：

环丙烷的催化对映选择性开环反应。

这篇综述描述了环丙烷开环的对映选择性方法的发展。两种方法都基于非手性环丙烷的反应以及手性底物的（动态）动力学拆分和不对称转化。审查是根据底物类别来组织的，首先是从供体-受体环丙烷的更为成熟的领域开始。然后提出了新兴的用于仅对受体或仅对供体的环丙烷的对映选择性开环的方法。该综述的最后一部分描述了被不饱和取代的更具反应性的三元环的开环，特别着重于乙烯基环丙烷，亚烷基环丙烷和亚乙烯基环丙烷。在过去的二十年中

更新日期：2020-05-29

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