Chiral Spirooxindole-Butenolide Synthesis through Asymmetric N-Heterocyclic Carbene-Catalyzed Formal (3+2) Annulation of 3-Bromoenals and Isatins

被引：65
|
作者：
Zheng, Chenguang [1 ]
Yao, Weijun [1 ]
Zhang, Yucheng [1 ]
Ma, Cheng [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 19期
关键词：
HIGHLY ENANTIOSELECTIVE SYNTHESIS; ALKYNYL ALDEHYDES; STEREOSELECTIVE-SYNTHESIS; GAMMA-BUTYROLACTONES; ALPHA; BETA-UNSATURATED ALDEHYDES; COOPERATIVE CATALYSIS; EFFICIENT SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; BENZOIN CONDENSATION; CONJUGATE UMPOLUNG;
D O I：
10.1021/ol502365r
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
By using an N-heterocyclic carbene catalyst bearing a hydroxyl moiety, the asymmetric formal (3 + 2) cyclization of aryl 3-bromoenals and isatins was achieved to produce a series of chiral spirooxindolebutenolides including an alkenyl-substituted compound, which underwent benzannulations with benzynes to form intriguing spirocyclic scaffolds.
引用
收藏
页码：5028 / 5031
页数：4
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