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

被引：245

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

页码：5737 / 5740

页数：4

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