Catalytic enantioconvergent coupling of secondary and tertiary electrophiles with olefins.

ABSTRACT: Carbon-carbon bonds, including those between sp³-hybridized carbon atoms (alkyl-alkyl bonds), typically comprise much of the framework of organic molecules. In the case of sp³-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

SUBMITTER: Wang Z 

PROVIDER: S-EPMC6296363 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature