Enantioselective conjugate addition of 3-fluorooxindoles to vinyl sulfone: an organocatalytic access to chiral 3-fluoro-3-substituted oxindoles

被引:56
作者
Dou, Xiaowei
Lu, Yixin [1 ]
机构
[1] Natl Univ Singapore, Inst Life Sci, Dept Chem, Singapore 117543, Singapore
关键词
ASYMMETRIC MICHAEL ADDITION; N-FLUOROAMMONIUM SALTS; 3-SUBSTITUTED OXINDOLES; MANNICH REACTION; KETO ESTERS; BMS-204352 MAXIPOST(TM); PHOSPHINES SYNTHESIS; CINCHONA ALKALOIDS; CARBONYL-COMPOUNDS; FACILE ACCESS;
D O I
10.1039/c3ob41267a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An organocatalytic conjugate addition of prochiral 3-fluorinated oxindoles to vinyl sulfones was described for the first time. In the presence of bifunctional tertiary amine-thiourea catalysts, 3-fluoro-3-substituted oxindole adducts were obtained in excellent yields and with high enantiomeric excesses.
引用
收藏
页码:5217 / 5221
页数:5
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