Asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors: Synthesis and application in nitro-Mannich reaction of isatin-derived N-Boc ketimines

被引：22
作者：
Liu, Yuxin [1 ]
Liu, Yu [1 ]
Wang, Jingdong [1 ]
Wei, Zhonglin [1 ]
Cao, Jungang [1 ]
Liang, Dapeng [1 ]
Lin, Yingjie [1 ]
Duan, Haifeng [1 ]
机构：
[1] Jilin Univ, Dept Organ Chem, Coll Chem, 699 Qianjin St, Changchun 130012, Peoples R China
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 24期
基金：
中国国家自然科学基金;
关键词：
(APT) catalysts; Bifunctional; Multiple hydrogen-bonding; Nitro-Mannich reaction; isatin-derived N-Boc ketimines; AZA-HENRY REACTION; ENANTIOSELECTIVE MICHAEL ADDITION; CYCLIC TRIFLUOROMETHYL KETIMINES; HIGHLY EFFICIENT; CINCHONA ALKALOIDS; BIFUNCTIONAL ORGANOCATALYST; CONSTRUCTION; DERIVATIVES; SQUARAMIDE; THIOUREAS;
D O I：
10.1016/j.tetlet.2017.05.022
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of bifunctional asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors derived from cinchona alkaloids are synthesized, and successfully applied to asymmetric nitro-Mannich of isatin-derived N-Boc ketimines. The products 3-substituted 3-amino-oxindoles were constructed in excellent yields (96-99%) and good enantioselectivities (up to 95% ee). (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码：2400 / 2403
页数：4
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