期刊
NATURE
卷 563, 期 7731, 页码 379-383出版社
NATURE PUBLISHING GROUP
DOI: 10.1038/s41586-018-0669-y
关键词
-
资金
- National Institutes of Health (National Institute of General Medical Sciences) [R01-GM62871]
- Gordon and Betty Moore Foundation (Caltech Center for Catalysis and Chemical Synthesis)
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM062871, R37GM062871] Funding Source: NIH RePORTER
Carbon-carbon bonds, including those between sp(3)-hybridized carbon atoms (alkyl-alkyl bonds), typically comprise much of the framework of organic molecules. In the case of sp(3)-hybridized carbon, the carbon can be stereogenic and the particular stereochemistry can have implications for structure and function(1-3). As a consequence, the development of methods that simultaneously construct alkyl-alkyl bonds and control stereochemistry is important, although challenging. Here we describe a strategy for enantioselective alkyl-alkyl bond formation, in which a racemic alkyl electrophile is coupled with an olefin in the presence of a hydrosilane, rather than via a traditional electrophile-nucleophile cross-coupling, through the action of a chiral nickel catalyst. We demonstrate that families of racemic alkyl halides-including secondary and tertiary electrophiles, which have not previously been shown to be suitable for enantioconvergent coupling with alkyl metal nucleophiles-cross-couple with olefins with good enantioselectivity and yield under very mild reaction conditions. Given the ready availability of olefins, our approach opens the door to developing more general methods for enantioconvergent alkyl-alkyl coupling.
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