APPLICATION OF ORTHO ESTERIFICATION UNDER KINETICALLY CONTROLLED CONDITIONS TO ME SELECTIVE ACYLATION IN THE D-GLUCO-FURANOSE, D-RIBO-FURANOSE AND D-XYLO-FURANOSE SERIES

Authors
BOUCHRA M CALINAUD P GELAS J
Citation
M. Bouchra et al., APPLICATION OF ORTHO ESTERIFICATION UNDER KINETICALLY CONTROLLED CONDITIONS TO ME SELECTIVE ACYLATION IN THE D-GLUCO-FURANOSE, D-RIBO-FURANOSE AND D-XYLO-FURANOSE SERIES, Synthesis, (5), 1995, pp. 561-565
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
5
Year of publication
1995
Pages
561 - 565
Database
ISI
SICI code
0039-7881(1995):5<561:AOOEUK>2.0.ZU;2-W
Abstract
The ortho esterification of various glucofuranoses in the D-ribo, D-xy lo and D-gluco series under kinetic control was obtained through the a ction of 1,1-dimethoxyethene (a ketene acetal) on the monosaccharide u sing mild acid conditions. The selective hydrolysis of the methoxyethy lidene derivatives thus obtained, gave access to alpha-hydroxy acetate s which are useful synthetic intermediates.