Highly Enantioselective Friedel-Crafts Alkylation/N-Hemiacetalization Cascade Reaction with Indoles

被引:156
作者
Cheng, Hong-Gang [1 ]
Lu, Liang-Qiu [1 ]
Wang, Tao [1 ]
Yang, Qing-Qing [1 ]
Liu, Xiao-Peng [1 ]
Li, Yang [1 ]
Deng, Qiao-Hui [1 ]
Chen, Jia-Rong [1 ]
Xiao, Wen-Jing [1 ,2 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
美国国家科学基金会;
关键词
alkylation; asymmetric catalysis; chiral Lewis acids; heterocycles; indoles; BETA; GAMMA-UNSATURATED ALPHA-KETOESTERS; ALLYLIC ALKYLATION; PHOSPHORIC-ACID; N-ALLYLATION; CYCLIZATION; CONSTRUCTION; PYRROLOINDOLINES; HYDROARYLATION; CATALYSIS; MICHAEL;
D O I
10.1002/anie.201209998
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new ring for your indole: An unprecedented copper-catalyzed enantioselective Friedel-Crafts alkylation/N-hemiacetalization cascade reaction with indoles and β,γ-unsaturated α-ketoesters is reported. This mild strategy provides new access to various synthetically and biologically important 2,3-dihydro-1H-pyrrolo[1,2-a]indoles in a highly enantioselective manner. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3250 / 3254
页数:5
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