Phosphine-Catalyzed Asymmetric [4+2] Annulation of Vinyl Ketones with Oxindole-Derived α,β-Unsaturated Imines: Enantioselective Syntheses of 2′,3′-Dihydro-1′H-spiro[indoline-3,4′-pyridin]-2-ones

被引：53
|
作者：
Zhang, Xiao-Nan [1 ,2 ]
Chen, Gen-Qiang [3 ]
Dong, Xiang [3 ]
Wei, Yin [3 ]
Shi, Min [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 17期
基金：
中国国家自然科学基金;
关键词：
asymmetric [4+2]annulation; chiral phosphines; organocatalysts; spirooxindoles; MORITA-BAYLIS-HILLMAN; RAUHUT-CURRIER REACTION; N-SULFONATED IMINES; 3+2 CYCLOADDITION; MBH CARBONATES; CONSTRUCTION; CYCLOPENTENES; QUATERNARY; ALLENOATES; ORGANOCATALYST;
D O I：
10.1002/adsc.201300828
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A novel asymmetric [4+2]annulation of vinyl ketones with oxindole-derived ,-unsaturated imines has been developed in the presence of a multifunctional thiourea-phosphine catalyst derived from a natural amino acid, providing the first phosphine-catalyzed enantioselective synthesis of 2,3-dihydro-1H-spiro[indoline-3,4-pyridin]-2-ones in good yields with excellent stereoselectivities under mild conditions.
引用
收藏
页码：3351 / 3357
页数：7
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