SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS

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...

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Bibliographic Details
Main Authors: Baldwin, J, North, M, Flinn, A, Moloney, M
Format: Journal article
Language:English
Published: 1989
Description
Summary: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. © 1989.