Tetrahedron: Asymmetry

Syntheses of (2S, 3R)-and (2S, 3R)[3-2 h]-3-methylaspartic acid: slow substrates for a syn-elimination reaction catalysed by methylaspartase.

CH Archer, NR Thomas, D Gani

文献索引：Archer, Catherine H.; Thomas, Neil R.; Gani, David Tetrahedron: Asymmetry, 1993 , vol. 4, # 6 p. 1141 - 1152

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被引用次数: 21

摘要

Abstract Methylaspartase catalyses the slow syn-elimination of ammonia from the (2S, 3R)- [L-erythro]-diastereomer of the natural substrate,(2S, 3S)-3-methylaspartic acid, to give mesaconic acid. To provide material of sufficient stereochemical purity to probe the mechanism of the reaction, two synthetic routes to (2S, 3R)-and (2S, 3R)[3-2 H]-3- methylaspartic acid were devised. The use of these (2S, 3R)-3-methylaspartic adds ...