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
收藏
页码：2177 / 2180
页数：4
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