DIASTEREOSELECTIVE SYNTHESIS OF GAMMA-HYDROXY-BETA-AMINO ALCOHOLS, (2S,3S)-THREONINOL AND (2S,3R)-THREONINOL AND (2S,3R)-HYDROXYPHENYLALANINOL, FROM (R)-GLYCIDOL VIA THE DERIVED 4-HYDROXYMETHYLOXAZOLIDINONE

Authors
KATSUMURA S YAMAMOTO N MORITA M HAN QJ
Citation
S. Katsumura et al., DIASTEREOSELECTIVE SYNTHESIS OF GAMMA-HYDROXY-BETA-AMINO ALCOHOLS, (2S,3S)-THREONINOL AND (2S,3R)-THREONINOL AND (2S,3R)-HYDROXYPHENYLALANINOL, FROM (R)-GLYCIDOL VIA THE DERIVED 4-HYDROXYMETHYLOXAZOLIDINONE, Tetrahedron : asymmetry, 5(2), 1994, pp. 161-164
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
2
Year of publication
1994
Pages
161 - 164
Database
ISI
SICI code
0957-4166(1994)5:2<161:DSOGA(>2.0.ZU;2-I
Abstract
Syntheses of enantiomerically pure (2S,3S)- and (2S,3R)-threoninol and (2S,3R)-hydroxyphenylalaninol are demonstrated starting from (R)-glyc idol via (S)-4-methoxycarbonyl-2-oxazolidinone by monoalkylation of th e ester followed by diastereoselective reduction.