Practical asymmetric syntheses of. alpha.-amino acids through carbon-carbon bond constructions on electrophilic glycine templates

RM Williams, PJ Sinclair, D Zhai…

Index: Williams, Robert M.; Sinclair, Peter J.; Zhai, Dongguan; Chen, Daimo Journal of the American Chemical Society, 1988 , vol. 110, # 5 p. 1547 - 1557

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Citation Number: 238

Abstract

Results Inexpensive benzoin (1) is converted into the corresponding oxime and stereoselectively hydrogenated to furnish the racemic erythro-a, &diphenyl-@ hydroxyethylamine (2)'O and resolved on large scale through the agency of the derived L- glutamic acid diastereomeric saltslo to furnish both optically active antipodes of 2 (Scheme I). The optical purity of each amino alcohol was established at> 98% ee through ...