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

Neil Grimster, Li Zhang, Valery V. Fokin

Research output: Contribution to journal › Article

149 Citations (Scopus)

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 languageEnglish
Pages (from-to)2510-2511
Number of pages2
JournalJournal of the American Chemical Society
Volume132
Issue number8
DOIs
Publication statusPublished - 24 Feb 2010
Externally publishedYes

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Rhodium
Triazoles
Enantioselectivity
Alkenes
Olefins
carbene
triflic anhydride
cyclopropane
pyrroline

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes. / Grimster, Neil; Zhang, Li; Fokin, Valery V.

In: Journal of the American Chemical Society, Vol. 132, No. 8, 24.02.2010, p. 2510-2511.

Research output: Contribution to journal › Article

Grimster, N, Zhang, L & Fokin, VV 2010, 'Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes', Journal of the American Chemical Society, vol. 132, no. 8, pp. 2510-2511. https://doi.org/10.1021/ja910187s
Grimster N, Zhang L, Fokin VV. Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes. Journal of the American Chemical Society. 2010 Feb 24;132(8):2510-2511. https://doi.org/10.1021/ja910187s
Grimster, Neil ; Zhang, Li ; Fokin, Valery V. / Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes. In: Journal of the American Chemical Society. 2010 ; Vol. 132, No. 8. pp. 2510-2511.
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