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Asymmetric Copper(I)-Catalyzed Azide–Alkyne Cycloaddition to Quaternary Oxindoles

Journal of the American Chemical SocietyPublished 15 July 2013
Feng Zhou, Chen Tan, Jing Tang, Yanyan Zhang, Weiming Gao, Haihong Wu
Citations177
SJR quartileQ1
SJR score5.55
SNIP2.61

TL;DR

A highly enantioselective Cu(I)-catalyzed azide-alkyne cycloaddition via asymmetric desymmetrization of oxindole-based 1,6-heptadiynes is reported, which furnishes quaternary oxindoles bearing a 1,2,3-triazole-containing moiety with 84-98% ee.

Abstract

We report a highly enantioselective Cu(I)-catalyzed azide-alkyne cycloaddition via asymmetric desymmetrization of oxindole-based 1,6-heptadiynes, which furnishes quaternary oxindoles bearing a 1,2,3-triazole-containing moiety with 84-98% ee.

Keywords

Chemistry