Dy(OTf)3/Pybox-catalyzed enantioselective Friedel-Crafts alkylation of indoles with α,β-unsaturated trifluoromethyl ketones

被引:25
作者
Sasaki, Shigeru [1 ]
Yamauchi, Takayasu [1 ]
Higashiyama, Kimio [1 ]
机构
[1] Hoshi Univ, Inst Med Chem, Shinagawa Ku, Tokyo 1428501, Japan
关键词
alpha; beta-Unsaturated trifluoromethyl ketones; Indoles; Enantioselective Friedel-Crafts alkylation; CARBONYL-COMPOUNDS; DIELS-ALDER; EFFICIENT; COMPLEXES; CONSTRUCTION; CATALYSTS; IMINES;
D O I
10.1016/j.tetlet.2010.02.121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first catalytic enantioselective Friedel-Crafts alkylation of indoles with alpha,beta-unsaturated trifluoromethyl ketones has been accomplished. The reaction was achieved in the presence of the Dy(OTf)(3)/Pybox complex, producing the desired products in high yields (up to 99%) with good enantioselectivities (up to 86% ee). The absolute stereochemistry of the resulting adducts was determined by X-ray analysis. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:2326 / 2328
页数:3
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