Vinylogous Mannich reactions.: Additions of trimethylsilyloxyfuran to fluorinated aldimines

被引:37
作者
Spanedda, MV [1 ]
Ourévitch, M [1 ]
Crousse, B [1 ]
Bégué, JP [1 ]
Bonnet-Delpon, D [1 ]
机构
[1] Fac Pharm Chatenay Malabry, F-92296 Chatenay Malabry, France
关键词
vinylogous Mannich reaction; trifluoromethyl aldimines; trifluoromethyl butenolides; trifluoromethyl piperidines;
D O I
10.1016/j.tetlet.2004.05.003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Trifluoromethyl aldimines reacted with trimethylsilyloxyfuran in presence of Lewis acids to provide butenolides in high yields with total diastereoselectivity (>98%). The configuration of these products is anti. The butyrolactone 4a, substituted with a 2-trifluoromethyl ethyl amine, could be converted into a trans alpha-trifluoromethyl piperidine derivative. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5023 / 5025
页数:3
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