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Catalytic asymmetric C-H insertions of rhodium(II) azavinyl carbenes.

ABSTRACT: A highly efficient enantioselective C-H insertion of azavinyl carbenes into unactivated alkanes has been developed. These transition metal carbenes are directly generated from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of chiral Rh(II) carboxylates and are used for C-H functionalization of alkanes to access a variety of ?-chiral sulfonamides.

SUBMITTER: Chuprakov S 

PROVIDER: S-EPMC3142877 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

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Catalytic asymmetric C-H insertions of rhodium(II) azavinyl carbenes.

Chuprakov Stepan S   Malik Jamal A JA   Zibinsky Mikhail M   Fokin Valery V VV  

Journal of the American Chemical Society 20110620 27

A highly efficient enantioselective C-H insertion of azavinyl carbenes into unactivated alkanes has been developed. These transition metal carbenes are directly generated from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of chiral Rh(II) carboxylates and are used for C-H functionalization of alkanes to access a variety of β-chiral sulfonamides. ...[more]

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