Tetrahedron

Synthesis of nonproteinogenic amino acids part 2: preparation of a synthetic equivalent of the γ anion synthon for asymmetric amino acid synthesis

JE Baldwin, M North, A Flinn, MG Moloney

文献索引：Baldwin, Jack E.; North, Michael; Flinn, Anthony; Moloney, Mark G. Tetrahedron, 1989 , vol. 45, # 5 p. 1453 - 1464

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被引用次数: 46

摘要

The synthesis of α-t-butyl γ-methyl N-trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described. Diester (12), on treatment with lithium Isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention of optical purity at the α centre.