Organocatalytic direct asymmetric vinylogous Mannich reaction of γ-butenolides with isatin-derived ketimines

被引：33
作者：
Guo, Yunlong [1 ,2 ]
Zhang, Yong [1 ,2 ]
Qi, Liangwen [1 ,2 ]
Tian, Fang [1 ]
Wang, Lixin [1 ]
机构：
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 10039, Peoples R China
来源：
RSC ADVANCES | 2014年 / 4卷 / 52期
关键词：
HIGHLY ENANTIOSELECTIVE ADDITION; PHOSPHINE-OXAZOLINE LIGANDS; BRONSTED ACID; MICHAEL ADDITION; ALDOL REACTION; CONSTRUCTION; ALKYLATION; ALDIMINES; EFFICIENT;
D O I：
10.1039/c4ra04824e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first direct asymmetric vinylogous Mannich reaction of gamma-butenolides with isatin-derived ketimines has been effectively realized promoted by a bifunctional quinidine-derived catalyst. A series of chiral 3-aminooxindole derivatives bearing adjacent tertiary and quaternary stereocenters with the butenolide moiety were obtained in excellent yields (up to 97%) and high enantioselectivities (up to 96% ee).
引用
收藏
页码：27286 / 27289
页数：4
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