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手性α-亚甲基-γ-内酰胺的一锅法合成,具有优异的非对映选择性和对映选择性。

One-pot synthesis of chiral α-methylene-γ-lactams with excellent diastereoselectivities and enantioselectivities.

机构信息

Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Lett. 2010 Nov 19;12(22):5154-7. doi: 10.1021/ol102148b. Epub 2010 Oct 27.

DOI:10.1021/ol102148b
PMID:20979375
Abstract

An efficient one-pot asymmetric synthesis of highly substituted γ-lactams containing α-methylene groups has been successfully developed. A wide range of γ-lactams could be obtained in high yields with excellent diastereomeric ratios of up to 99:1 in favor of trans isomers. In particular, excellent enantioselectivities of the two newly formed stereogenic centers with up to 99% ee were observed.

摘要

已成功开发出一种高效的一锅不对称合成方法,用于合成含有α-亚甲基的高取代γ-内酰胺。该方法可以高收率得到多种γ-内酰胺,非对映选择性高达 99:1,有利于反式异构体。特别是,两个新形成的手性中心具有高达 99%ee 的对映选择性。

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