STEREOSELECTIVE SYNTHESIS OF 4-SUBSTITUTED OR 5-SUBSTITUTED 2-BENZYLPYRROLIDINES AND 2-BENZOYLPYRROLIDINES BY MEANS OF ANODIC-OXIDATION OF DELTA-ALKENYLAMINES

被引:39
作者
TOKUDA, M
MIYAMOTO, T
FUJITA, H
SUGINOME, H
机构
[1] Organic Synthesis Division, Faculty of Engineering, Hokkaido University, Sapporo
关键词
D O I
10.1016/S0040-4020(01)87064-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The anodic oxidation of the lithium amides of delta-alkenylamines 6a, 6b, 6c, 10a, and 10b gave stereoselectively cis-5-substituted 2-benzyl-1-methylpyrrolidines (7a, 7b, 7c) and 4-substituted 2-benzyl-1-methyl-pyrrolidines (11a, 11b) in high yields. The anodic oxidation of N-methoxyl compounds of delta-alkenylamines (12a, 12b) gave 5-substituted 2-benzoyl-1-methylpyrrolidines (13a, 13b).
引用
收藏
页码:747 / 756
页数:10
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