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

Abstract

(Figure Presented) 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.

Original language	English
Pages (from-to)	2510-2511
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	132
Issue number	8
DOIs	https://doi.org/10.1021/ja910187s
Publication status	Published - 24 Feb 2010
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)
Catalysis
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja910187s

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title = "Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes",

abstract = "(Figure Presented) 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.",

author = "Neil Grimster and Li Zhang and Fokin, {Valery V.}",

year = "2010",

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AU - Fokin, Valery V.

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Y1 - 2010/2/24

N2 - (Figure Presented) 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.

AB - (Figure Presented) 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.

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

Abstract

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