Catalytic Asymmetric [2,3]-Sigmatropic Rearrangement of Sulfur Ylides Generated from Copper(I) Carbenoids and Allyl Sulfides

Catalytic asymmetric sulfur ylide [2,3]-sigmatropic rearrangement of carbenoids generated from aryldiazoacetates has been investigated with a number of chiral Rh(II) and Cu(I) catalysts, and moderately high enantioselectivity (52−78% ee) can be achieved with Cu(MeCN)4PF6/2,2‘-isopropylidenebis[(4S)-...

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Veröffentlicht in:	Journal of organic chemistry 2002-08, Vol.67 (16), p.5621-5625
Hauptverfasser:	Zhang, Xiaomei, Qu, Zhaohui, Ma, Zhihua, Shi, Weifeng, Jin, Xianglin, Wang, Jianbo
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Exact sciences and technology Noncondensed benzenic compounds Organic chemistry Preparations and properties
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	Catalytic asymmetric sulfur ylide [2,3]-sigmatropic rearrangement of carbenoids generated from aryldiazoacetates has been investigated with a number of chiral Rh(II) and Cu(I) catalysts, and moderately high enantioselectivity (52−78% ee) can be achieved with Cu(MeCN)4PF6/2,2‘-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline].
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo025687f