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An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective Rh^II-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes.

ABSTRACT: Enantioselective quaternary carbon construction in the assembly of cyclopentenones employing a Rh^II-catalyzed, formal [4+1]-cycloaddition is described. A Rh₂(S-TCPTTL)₄-catalyzed cyclopropanation of a vinyl ketene with a disubstituted diazo compound initiates a stereoretentive, accelerated ring expansion to provide the cycloadduct in good to excellent yields and enantioselectivity.

SUBMITTER: Rodriguez KX

PROVIDER: S-EPMC5931190 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective Rh^II-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes.

OmicsDI is part of the ELIXIR infrastructure

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Dataset Information

An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective RhII-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes.

OmicsDI is part of the ELIXIR infrastructure

Tweets

An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective Rh^II-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes.