Asymmetric hydroazidation of α-substituted vinyl ketones catalyzed by chiral primary amine

被引:0
|
作者
Zai-Kun Xue [1 ]
Nian-Kai Fu [1 ]
San-Zhong Luo [1 ]
机构
[1] Beijing National Laboratory for Molecular Sciences(BNLMS),CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences
基金
中国国家自然科学基金;
关键词
Chiral primary amine catalysis; Hydroazidation; Enamine protonation; α-Substituted vinyl ketones; Aza-Michael addition; Chiral β-azido ketones;
D O I
暂无
中图分类号
O621.251 [];
学科分类号
摘要
We report herein the first example of asymmetric hydroazidation of α-substituted vinyl ketones by using chiral primary amines as the catalysts.A simple chiral primary-tertiary diamine catalyst derived from lphenylalanine was found to readily promote this aza-Michael addition reaction with enamine protonation as the key stereogenic step,thus enabling the effective synthesis of α-chiral β-azido ketones with good yields and moderate enantioselectivities.
引用
收藏
页码:1083 / 1086
页数:4
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