DERACEMISATION OF ALPHA-AMINO-ACIDS - (R)-PHENYLALANINE AND (S)-PHENYLALANINE FROM THE SAME ENANTIOMER OF A HOMOCHIRAL AUXILIARY

Authors
BULL SD DAVIES SG EPSTEIN SW OUZMAN JVA
Citation
Sd. Bull et al., DERACEMISATION OF ALPHA-AMINO-ACIDS - (R)-PHENYLALANINE AND (S)-PHENYLALANINE FROM THE SAME ENANTIOMER OF A HOMOCHIRAL AUXILIARY, Tetrahedron : asymmetry, 9(16), 1998, pp. 2795-2798
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
16
Year of publication
1998
Pages
2795 - 2798
Database
ISI
SICI code
0957-4166(1998)9:16<2795:DOA-(A>2.0.ZU;2-L
Abstract
Chiral auxiliary -(p-methoxybenzyl)-3-isopropylpiperazine-2,5-dione 1 was employed for the synthesis of both enantiomers of phenylalanine us ing a regioselective deprotonation/stereoselective reprotonation strat egy. Modification of th is approach enables the efficient deracemisati on of (+/-)-phenylalanine. (C) 1998 Elsevier Science Ltd. All rights r eserved.