DIFUNCTIONALISED OXIRANE SYSTEMS - STEREODIVERGENT SYNTHESIS OF 1,4-2,3-DIANHYDRO-5-O-BENZYL-L-LYXITOL AND 1,4-2,3-DIANHYDRO-5-O-BENZYL-L-RIBITOL

Authors
CROTTI P DIBUSSOLO V FAVERO L GOZZI C PINESCHI M
Citation
P. Crotti et al., DIFUNCTIONALISED OXIRANE SYSTEMS - STEREODIVERGENT SYNTHESIS OF 1,4-2,3-DIANHYDRO-5-O-BENZYL-L-LYXITOL AND 1,4-2,3-DIANHYDRO-5-O-BENZYL-L-RIBITOL, Tetrahedron : asymmetry, 8(10), 1997, pp. 1611-1621
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
10
Year of publication
1997
Pages
1611 - 1621
Database
ISI
SICI code
0957-4166(1997)8:10<1611:DOS-SS>2.0.ZU;2-9
Abstract
A simple, efficient, stereoselective synthesis of the diastereoisomeri c cis/trans pair of difunctionalized 1,2-epoxides, 1,4;2,3-dianhydro-5 -O-benzyl-L-lixitol 1 and 1,4;2,3-dianhydro-5-O-benzyl-L-ribitol 2 is described. Starting from D-(+)-xylose, the synthetic approach to 1 and 2 proceeds through the common intermediate, diol 6, and an appropriat e sequence of selective functionalizations. (C) 1997 Elsevier Science Ltd.