Organocatalytic Enantioselective Morita-Baylis-Hillman Reaction of Maleimides with Isatins

被引:20
|
作者
Chauhan, Pankaj [1 ]
Chimni, Swapandeep Singh [1 ]
机构
[1] Guru Nanak Dev Univ, Dept Chem, UGC Sponsored Ctr Adv Studies Chem, Amritsar 143005, Punjab, India
关键词
cinchona alkaloids; maleimides; Morita-Baylis-Hillman reaction; organocatalysis; oxindoles; CATALYTIC ASYMMETRIC-SYNTHESIS; VICINAL QUATERNARY; ALDOL REACTION; CONSTRUCTION; FACILE; 3-HYDROXYOXINDOLE; DERIVATIVES; INDOLES; BEARING; CARBON;
D O I
10.1002/ajoc.201300093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective Morita-Baylis-Hillman reaction of maleimides with isatin derivatives has been developed. beta-Isocupreidine catalyzes the formation of enantiomerically enriched 3-substituted 3-hydroxyoxindole derivatives in up to 96% yield and enantioselectivity of over 99% ee can be achieved under mild reaction conditions.
引用
收藏
页码:586 / 592
页数:7
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