The olefinic aldol reaction. Intramolecular cyclization forming five- and six-membered rings

被引:30
作者
Nakamura, E [1 ]
Sakata, G [1 ]
Kubota, K [1 ]
机构
[1] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 115, Japan
关键词
D O I
10.1016/S0040-4039(98)00145-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enolate anion undergoes intramolecular addition to a neighboring olefinic bond suitable for cyclization, when the countercation of the enolate is a BuZn(II) cation. Thus, zinc enolates of olefinic N,N-dimethylhydrazone and lactam undergo a 5-exo and 6-exo trigonal cyclization reaction in good to high yield to afford 1,2-substituted cyclopentane and cyclohexane derivatives bearing a hydrazone or lactam side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2157 / 2158
页数:2
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