EFFICIENT SYNTHESIS OF THE 4 DIASTEREOMERS OF PHOSPHOTHREONINE FROM LACTALDEHYDE

Authors
BONGINI A CAMERINI R PANUNZIO M
Citation
A. Bongini et al., EFFICIENT SYNTHESIS OF THE 4 DIASTEREOMERS OF PHOSPHOTHREONINE FROM LACTALDEHYDE, Tetrahedron : asymmetry, 7(5), 1996, pp. 1467-1476
Citations number
82
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
5
Year of publication
1996
Pages
1467 - 1476
Database
ISI
SICI code
0957-4166(1996)7:5<1467:ESOT4D>2.0.ZU;2-3
Abstract
The four stereoisomers of phosphothreonine are obtained in high diaste reomeric purity based on the stereoselective addition of trimethylsily ldiethylphosphite (TMSDEP) to scalemic N-trimethylsilyl-lacticimine an d addition of TMSDEP to lactaldehyde followed by Mitsunobu inversion o f the corresponding alpha-hydroxy-beta-silyloxy phosphonate. Copyright (C) 1996 Elsevier Science Ltd