SYNTHESIS OF BETA-MANNOPYRANOSIDES FROM ALPHA-EPIMERS BY RADICAL INVERSION - 1,6-HYDROGEN TRANSFER-REACTIONS OF ARYL)DIMETHYLSILYL-ALPHA-METHYL-D-MANNOPYRANOSIDES

Authors
YAMAZAKI N EICHENBERGER E CURRAN DP
Citation
N. Yamazaki et al., SYNTHESIS OF BETA-MANNOPYRANOSIDES FROM ALPHA-EPIMERS BY RADICAL INVERSION - 1,6-HYDROGEN TRANSFER-REACTIONS OF ARYL)DIMETHYLSILYL-ALPHA-METHYL-D-MANNOPYRANOSIDES, Tetrahedron letters, 35(36), 1994, pp. 6623-6626
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
36
Year of publication
1994
Pages
6623 - 6626
Database
ISI
SICI code
0040-4039(1994)35:36<6623:SOBFAB>2.0.ZU;2-9
Abstract
Intramolecular hydrogen transfer reactions of 3-O-acyl-alpha-methyl-D- mannopyranosides occur in a 1,6-fashion to give inverted beta-mannopyr anosides. The yields are limited by competing 1,5-hydrogen transfer re actions that give isomeric alpha-glucopyranosides.