期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 135, 期 30, 页码 10946-10949出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja4054114
关键词
-
资金
- NIH NIGMS [R01-GM62871]
Although enantioconvergent alkyl-alkyl couplings of racemic electrophiles have been developed, there have been no reports of the corresponding reactions of racemic nucleophiles. Herein we describe Negishi cross-couplings of racemic alpha-zincated N-Boc-pyrrolidine with unactivated secondary halides, thus providing a one-pot, catalytic asymmetric method for the synthesis of a range of 2-alkylpyrrolidines (an important family of target molecules) from N-Boc-pyrrolidine, a commercially available precursor. Preliminary mechanistic studies indicated that two of the most straightforward mechanisms for enantioconvergence (dynamic kinetic resolution of the organometallic coupling partner and a simple beta-hydride elimination/beta-migratory insertion pathway) are unlikely to be operative.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据