Asymmetric synthesis of 3-substituted proline chimeras bearing polar side chains of proteinogenic amino acids

被引:43
|
作者
Quancard, J [1 ]
Labonne, A [1 ]
Jacquot, Y [1 ]
Chassaing, G [1 ]
Lavielle, S [1 ]
Karoyan, P [1 ]
机构
[1] Univ Paris 06, CNRS, UMR 7613, F-75252 Paris 05, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 23期
关键词
D O I
10.1021/jo048762q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The amino-zinc-ene-enolate cyclization reaction is a straightforward route to the synthesis of 3-substituted prolines. Herein we report the application of this reaction to the syntheses of proline chimeras of lysine, glutamic acid, glutamine, arginine, and serine. All these compounds were obtained in enantiomerically pure form and suitably protected for peptide synthesis.
引用
收藏
页码:7940 / 7948
页数:9
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