Chemoselective Asymmetric N-Allylic Alkylation of Indoles with Morita-Baylis-Hillman Carbonates

被引：240
|
作者：
Cui, Hai-Lei [1 ]
Feng, Xin [1 ]
Peng, Jing [1 ]
Lei, Jie [1 ]
Jiang, Kun [1 ]
Chen, Ying-Chun [1 ,2 ]
机构：
[1] Sichuan Univ, Key Lab Drug Targeting & Drug Deliver Syst, Dept Med Chem, W China Sch Pharm,Educ Minist, Chengdu 610041, Peoples R China
[2] Sichuan Univ, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 31期
关键词：
chemoselectivity; indoles; Morita-Baylis-Hillman carbonates; N-allylic alkylation; organocatalysis; FRIEDEL-CRAFTS ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; CATALYZED ALKYLATION; GAMMA-BUTENOLIDES; CONSTRUCTION; 4,7-DIHYDROINDOLES; SUBSTITUTION; DERIVATIVES; QUATERNARY; INHIBITOR;
D O I：
10.1002/anie.200902093
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Give me convenience: The title transformation has been developed by employing metal-free catalysis of modified cinchona alkaloids. Moderate to excellent enantioselectivities have been achieved for a broad array of substrates (see scheme). This reaction also provides a convenient method to prepare multiply functionalized pyrrolo[1,2-a]indole and pyrrolo[3,2,1-ij] quinoline derivatives. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：5737 / 5740
页数：4
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