Intramolecular ene reaction on a bicyclo[3.2.1]octane system: an alternative route to (-)-kainic acid

被引:29
|
作者
Hirasawa, H [1 ]
Taniguchi, T [1 ]
Ogasawara, K [1 ]
机构
[1] Tohoku Univ, Inst Pharmaceut, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1016/S0040-4039(01)01558-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The intramolecular ene reaction of the 1,6-diene on a bicyclo[3.2.1]octane framework proceeds in a highly diastereoselective manner to form a trisubstituted pyrrolidine on the pyran ring in excellent yield. Its stereochemistry has been determined unambiguously by converting it into the known compound serving as a key intermediate of (-)-kainic acid. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:7587 / 7590
页数:4
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