Tetrahedron

Enantioselective systheses of α-amino acids from 10-sulfonamido-isobornyl esters and di-t-butyl azodicarboxylate

W Oppolzer, R Moretti

Index: Oppolzer, Wolfgang; Moretti, Robert Tetrahedron, 1988 ,  vol. 44,  # 17  p. 5541 - 5552

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Citation Number: 78

Abstract

Successive treatment of chiral esters 7 with LDA/Me3SiCl and di-t-butyl azodicarboxylate/ TiCl4 and Ti (OiPr) 4 gave N, N-di-t-butoxycarbonylhydrazinoesters 11 which on deacylation, hydrogenolysis, transesterification and acidic hydrolysis furnished (2S)-α-amino acid hydrochlorides 13 in good overall yields, high enantiomeric purity and with efficient recovery of the alcohol auxiliary 4. Experimental evidence for the configuration and ...