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利用[1,2]-磷杂-Brook重排的立体选择性还原偶联反应:一种强大的极性翻转方法。

Stereoselective Reductive Coupling Reactions Utilizing [1,2]-Phospha-Brook Rearrangement: A Powerful Umpolung Approach.

作者信息

Kaur Ravneet, Singh Ravi P

机构信息

Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.

出版信息

J Org Chem. 2023 Aug 4;88(15):10325-10338. doi: 10.1021/acs.joc.3c01055. Epub 2023 Jul 17.

DOI:10.1021/acs.joc.3c01055
PMID:37460945
Abstract

[1,2]-Phospha-Brook rearrangement entails the generation of α-oxygenated carbanions the umpolung process. Recently, these anionic species have been widely utilized for several C-C bond forming strategies, providing various useful frameworks that are difficult to access through conventional approaches. However, the application of this powerful methodology in the development of chiral strategies is still at the nascent stage due to challenges involved in controlling chemoselectivity and enantioselectivity. This synopsis provides a detailed summary of diastereo- and/or enantioselective chemical transformations using [1,2]-phospha-Brook rearrangement.

摘要

[1,2]-磷杂-Brook重排涉及α-氧化碳负离子的生成,即极性转换过程。最近,这些阴离子物种已被广泛用于多种碳-碳键形成策略中,提供了各种通过传统方法难以获得的有用骨架。然而,由于在控制化学选择性和对映选择性方面存在挑战,这种强大的方法在手性策略开发中的应用仍处于初期阶段。本综述详细总结了使用[1,2]-磷杂-Brook重排的非对映和/或对映选择性化学转化。

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