Tetrahedron letters

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

Y Honda, S Katayama, M Kojima, T Suzuki, K Izawa

Index: Honda, Yutaka; Katayama, Satoshi; Kojima, Mitsuhiko; Suzuki, Takayuki; Izawa, Kunisuke Organic Letters, 2002 , vol. 4, # 3 p. 447 - 449

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Citation Number: 14

Abstract

Cross-ester condensation between N-protected amino acid ester and the lithium enolate prepared from alkyl acetate gave the corresponding β-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.

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