SYNTHESIS OF ENANTIOMERICALLY PURE (2R,5S)-5-HYDROXYPIPECOLIC AND (2R,5R)-5-HYDROXYPIPECOLIC ACID FROM GLYCINATE SCHIFF-BASES

Authors
HOARAU S FAUCHERE JL PAPPALARDO L ROUMESTANT ML VIALLEFONT P
Citation
S. Hoarau et al., SYNTHESIS OF ENANTIOMERICALLY PURE (2R,5S)-5-HYDROXYPIPECOLIC AND (2R,5R)-5-HYDROXYPIPECOLIC ACID FROM GLYCINATE SCHIFF-BASES, Tetrahedron : asymmetry, 7(9), 1996, pp. 2585-2593
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
9
Year of publication
1996
Pages
2585 - 2593
Database
ISI
SICI code
0957-4166(1996)7:9<2585:SOEP(A>2.0.ZU;2-H
Abstract
An asymmetric synthesis of cis- and trans-5-hydroxy-(D)pipecolic acid, starting from glycinate Schiff bases is described. The approach invol ves the stereoselective alkylation to generate an unsaturated side cha in which on cyclisation leads to the desired trans- or cis- 5-hydroxy- (D)-pipecolic acid. Copyright (C) 1996 Elsevier Science Ltd