Organocatalytic enantioselective Mukaiyama-Mannich reaction of fluorinated enol silyl ethers and cyclic N-sulfonyl ketimines

被引：75

作者：

Yu, Jin-Sheng ^{[1
]}

Zhou, Jian ^{[1
,2
]}

机构：

[1] E China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, 3663N Zhongshan Rd, Shanghai 200062, Peoples R China

[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2016年 / 3卷 / 03期

关键词：

CATALYZED NUCLEOPHILIC ALLYLATION; ALPHA-AMINO-ACIDS; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; HIGHLY EFFICIENT; DIFLUOROENOL SILYL; STEREOSELECTIVE-SYNTHESIS; TRIFLUOROMETHYL KETONES; ALDOL REACTION; CONSTRUCTION;

D O I：

10.1039/c5qo00407a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first catalytic asymmetric Mukaiyama-Mannich reaction of fluorinated silyl enol ethers and ketimines is developed. Under the catalysis of hydroquinine derived bifunctional urea, cyclic N-sulfonyl ketimines readily react with fluorinated enol silyl ethers to afford benzosultam based C-alpha-tetrasubstituted alpha-amino acid derivatives featuring a fluoroalkyl group in high to excellent yields and stereoselectivities.

引用

页码：298 / 303

页数：6

共 46 条

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