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Chiral Gold Complex-Catalyzed Hetero-Diels–Alder Reaction of Diazenes: Highly Enantioselective and General for Dienes

Journal of the American Chemical SocietyPublished 19 February 2013
Bin Liu, Kangnan Li, Shi‐Wei Luo, Jian‐Zhou Huang, Huan Pang, Liu‐Zhu Gong
Citations83
SJR quartileQ1
SJR score5.55
SNIP2.61

TL;DR

A chiral gold(I) complex-catalyzed highly regio- and enantioselective azo hetero-Diels-Alder reaction has been developed that rendered a cascade intramolecular enyne cycloisomerization/asymmetric azo-HDA reaction.

Abstract

A chiral gold(I) complex-catalyzed highly regio- and enantioselective azo hetero-Diels-Alder reaction has been developed. The chiral gold(I) complex acting as a Lewis acid exhibits high efficiency in the activation of urea-based diazene dienophiles. Moreover, this chiral gold catalyst also rendered a cascade intramolecular enyne cycloisomerization/asymmetric azo-HDA reaction.

Keywords

Chemistry