Enantioselective aza-Morita-Baylis-Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

被引:51
作者
Zhao, Xuan
Li, Tian-Ze
Qian, Jing-Ying
Sha, Feng [1 ]
Wu, Xin-Yan
机构
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
MANNICH REACTION; QUATERNARY CARBON; PHOSPHINOTHIOUREA; CATALYSTS; BEARING; ENALS;
D O I
10.1039/c4ob01358a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first enantioselective aza-Morita-Baylis-Hillman reaction of acrylates with ketimines derived from isatins has been developed. With 2 mol% of chiral bifunctional phosphine-squaramide 4e, optically active 3-substituted-3-amino-2-oxindoles were obtained in excellent yields with up to 91% ee.
引用
收藏
页码:8072 / 8078
页数:7
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