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

页码：5028 / 5031

页数：4