Tetrahedron

Stereoselective synthesis of 4-or 5-substituted 2-benzyl-and 2-benzoylpyrrolidines by means of anodic oxidation of δ-alkenylamines

M Tokuda, T Miyamoto, H Fujita, H Suginome

Index: Tokuda; Miyamoto; Fujita; Suginome Tetrahedron, 1991 , vol. 47, # 4-5 p. 747 - 756

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Citation Number: 39

Abstract

The anodic oxidation of the lithium amides of δ-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 δ-alkenylamines (12a, 12b) gave 5-substituted 2-benzoyl-1- methylpyrrolidines (13a, 13b).

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