An efficient synthesis of γ-amino β-ketoester by cross-Claisen condensation with α-amino acid derivatives

被引：15

作者：

Honda, Y ^{[1
]}

Katayama, S ^{[1
]}

Kojima, M ^{[1
]}

Suzuki, T ^{[1
]}

Izawa, K ^{[1
]}

机构：

[1] Ajinomoto Co Inc, AminoSci Labs, Kawasaki Ku, Kawasaki, Kanagawa 2108681, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 15期

关键词：

amino acid; gamma-amino; beta-ketoester; Claisen condensation; cross-ester condensation; lithium enolate;

D O I：

10.1016/S0040-4039(03)00464-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cross-ester condensation between N-protected amino acid ester and the lithium enolate prepared from alkyl acetate gave the corresponding beta-ketoester in high yield without the formation of the tertiary alcohol that is commonly seen as by-product. This interesting reaction is applicable to the amino acid derivatives with suitable N-protecting groups, which can help to stabilize the reaction intermediates. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3163 / 3166

页数：4

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