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Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes.

ABSTRACT: Highly reactive rhodium(II) N-trifluoromethylsulfonyl azavinyl carbenes are formed in situ from NH-1,2,3-triazoles, triflic anhydride, and rhodium carboxylates. They rapidly and selectively react with olefins, providing cyclopropane carboxaldehydes and 2,3-dihydropyrroles in generally excellent yields and high enantio- and diastereoselectivity.

SUBMITTER: Grimster N

PROVIDER: S-EPMC2834274 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes.

Grimster Neil N Zhang Li L Fokin Valery V VV

Journal of the American Chemical Society 20100301 8

Highly reactive rhodium(II) N-trifluoromethylsulfonyl azavinyl carbenes are formed in situ from NH-1,2,3-triazoles, triflic anhydride, and rhodium carboxylates. They rapidly and selectively react with olefins, providing cyclopropane carboxaldehydes and 2,3-dihydropyrroles in generally excellent yields and high enantio- and diastereoselectivity. ...[more]

PMID: 20131915

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