Tetrahedron

Non-proteinogenic amino acid synthesis. The β-anion derived from aspartic acid, and its application to α-amino acid synthesis.

JE Baldwin, MG Moloney, M North

Index: Baldwin, Jack E.; Moloney, Mark G.; North, Michael Tetrahedron, 1989 , vol. 45, # 19 p. 6309 - 6318

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Citation Number: 71

Abstract

Treatment of α-t-Butyl β-methyl NZ-(S)-aspartate (2) with lithium amide bases generates the corresponding β-ester enolate, which can be alkylated with suitable electrophiles. The application of this strategy for synthesis of optically active amino acids has been investigated.