Asymmetric total synthesis of (-)-epibatidine

被引:36
作者
Aoyagi, S [1 ]
Tanaka, R [1 ]
Naruse, M [1 ]
Kibayashi, C [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Hachioji, Tokyo 1920392, Japan
关键词
alkaloids; asymmetric synthesis; Diels-Alder reactions; nitroso compounds;
D O I
10.1016/S0040-4039(98)00803-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective approach to (-)-epibatidine based on asymmetric hetero Diels-Alder cycloaddition with an N-acylnitroso dienophile bearing 8-(2-naphthyl)menthol as a chiral source, wherein pi-pi stacking interaction between the naphthyl and nitrosocarbonyl groups may contribute to facial control, is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4513 / 4516
页数:4
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