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

Access to Document

10.1021/ja910187s

Fingerprint Dive into the research topics of 'Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes'. Together they form a unique fingerprint.

Cite this

Grimster, N., Zhang, L., & Fokin, V. V. (2010). Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes. Journal of the American Chemical Society, 132(8), 2510-2511. https://doi.org/10.1021/ja910187s

@article{d0de128c84224da98245374efe8be24f,

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",

month = feb,

day = "24",

doi = "10.1021/ja910187s",

language = "English",

volume = "132",

pages = "2510--2511",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes

AU - Grimster, Neil

AU - Zhang, Li

AU - Fokin, Valery V.

PY - 2010/2/24

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.

UR - http://www.scopus.com/inward/record.url?scp=77950337980&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77950337980&partnerID=8YFLogxK

U2 - 10.1021/ja910187s

DO - 10.1021/ja910187s

M3 - Article

C2 - 20131915

AN - SCOPUS:77950337980

VL - 132

SP - 2510

EP - 2511

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 8

ER -