A facile synthesis of N-benzyl-4-acetylproline via a tandem cationic aza-Cope rearrangement-Mannich reaction

被引：11

作者：

Cooke, A ^{[1
]}

Bennett, J

McDaid, E

机构：

[1] Organon Res Labs Ltd, Dept Med Chem, Newhouse ML1 5SH, Scotland

[2] Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(01)02287-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Benzyl-4-acetylproline can be prepared from N-(2-hydroxy-2-methyl)but-3-enyl-N-benzylamine and glyoxylic acid via a tandem cationic aza-Cope rearrangement-Mannich reaction. This reaction represents the first example of such a mechanism being utilised for the synthesis of functionalised proline derivatives. In addition the reaction requires only mild conditions and a good yield of amino acid product is obtained without any need for purification. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：903 / 905

页数：3

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