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钯(II)催化的 sp3 C-H 键烯烃化反应。

Pd(II)-catalyzed olefination of sp3 C-H bonds.

机构信息

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

出版信息

J Am Chem Soc. 2010 Mar 24;132(11):3680-1. doi: 10.1021/ja1010866.

Abstract

The first Pd(II)-catalyzed sp(3) C-H olefination reaction has been developed using N-arylamide directing groups. Following olefination, the resulting intermediates were found to undergo rapid 1,4-addition to give the corresponding gamma-lactams. Notably, this method was effective with substrates containing alpha-hydrogen atoms and could be applied to effect methylene C-H olefination of cyclopropane substrates.

摘要

首例 Pd(II)催化 sp(3) C-H 烯烃化反应已采用 N-芳酰胺导向基团实现。烯烃化后,所得中间体被发现可快速进行 1,4-加成,从而得到相应的γ-内酰胺。值得注意的是,该方法对于含α-氢原子的底物有效,并且可应用于环丙烷底物的亚甲基 C-H 烯烃化。

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