期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 49, 页码 15817-15820出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b09754
关键词
-
资金
- National Institute of Health [GM-61591]
- Keck Foundation
The first direct catalytic asymmetric synthesis of gamma-amino ketones was realized by the development of a highly diastereoselective and enantioselective C-C bond-forming umpolung reaction of imines and enones under the catalysis of a new cinchona alkaloid-derived phase-transfer catalyst. In a loading ranging from 0.02 to 2.5 mol %, the catalyst activates a broad range of trifluoromethyl imines and aldimines as nucleophiles to engage in chemo-, regio-, diastereo- and enantioselective C-C bond-forming reactions with acyclic and cyclic enones, thereby converting these readily available prochiral starting materials into highly enantiomerically enriched chiral gamma-amino ketones in synthetically useful yields. Enabled by this unprecedented umpolung reaction of imines, conceptually new and concise routes were developed for the asymmetric synthesis of nitrogen heterocycles such as pyrrolidines and indolizidines.
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