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A chiral hydrazone derived from d-glyceraldehyde: a convenient starting material for the stereoselective synthesis of α-hydrazino acids

✍ Scribed by Carlos Cativiela; María D. Díaz-de-Villegas; José A. Gálvez

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 415 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00128-6

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✦ Synopsis

The chiral hydrazone synthesized from 2,3-di-O-benzyl-D-glyceraldehyde and benzoic acid hydrazide undergoes addition with methylmagnesium bromide in the presence of cerium trichloride in a diastereoselective manner. The major addition compound can be easily transformed into cx-hydrazinopropanoic acid in four steps in 57% overall yield. (~) 1997 Elsevier Science Ltd

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