OPTICALLY-ACTIVE 4-OXAPROLINE DERIVATIVES - NEW USEFUL CHIRAL SYNTHONS DERIVED FROM SERINE AND THREONINE

Authors
FALORNI M CONTI S GIACOMELLI G COSSU S SOCCOLINI F
Citation
M. Falorni et al., OPTICALLY-ACTIVE 4-OXAPROLINE DERIVATIVES - NEW USEFUL CHIRAL SYNTHONS DERIVED FROM SERINE AND THREONINE, Tetrahedron : asymmetry, 6(1), 1995, pp. 287-294
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
1
Year of publication
1995
Pages
287 - 294
Database
ISI
SICI code
0957-4166(1995)6:1<287:O4D-NU>2.0.ZU;2-L
Abstract
A very simple procedure for the preparation of chiral optically active N-protected-4-carboxy-1,3-oxazolidine (4-oxaproline) derivatives star ting from serine and threonine is described which avoids the use of to xic solvents or reagents. Elaboration of these compounds allows signif icant improvement in the handling of serine and threonine during the m ultigram preparation of oligopeptide structures and affords versatile chiral building blocks for the organic synthesis.