Organocatalytic Enantioselective Friedel-Crafts Alkylation of 4,7-Dihydroindoles with α,β-Unsaturated Aldehydes: An Easy Access to 2-Substituted Indoles

被引：74

作者：

Hong, Liang ^{[1
,2
]}

Liu, Chunxia ^{[1
,2
]}

Sun, Wangsheng ^{[1
,2
]}

Wang, Lei ^{[1
,2
]}

Wong, Kwokyin ^{[3
]}

Wang, Rui ^{[1
,2
,3
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Inst Biochem & Mol Biol, Lanzhou 730000, Peoples R China

[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 10期

关键词：

MICHAEL ADDITION; CARBONYL-COMPOUNDS; NITROALKENES; GLYOXYLATE; ENONES; ETHERS; CATALYSIS; PYRROLE;

D O I：

10.1021/ol900461v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles and alpha,beta-unsaturated alclehydes has been developed. The process is promoted by diphenylprolinol ether to afford 2-substituted 4,7-dihydroindoles in high yields and enantioselectivities. After a subsequent oxidation of the products, the optically active 2-substituted indoles could be obtained smoothly in high yields without any loss of enantioselectivity.

引用

页码：2177 / 2180

页数：4

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