CONVENIENT METHODS FOR THE SYNTHESIS OF BETA-C-GLYCOSYL ALDEHYDES

Citation
Mel. Sanchez et al., CONVENIENT METHODS FOR THE SYNTHESIS OF BETA-C-GLYCOSYL ALDEHYDES, Synlett, (9), 1994, pp. 705-708
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
9
Year of publication
1994
Pages
705 - 708
Database
ISI
SICI code
0936-5214(1994):9<705:CMFTSO>2.0.ZU;2-D
Abstract
Two methods for the stereoselective beta-formylation at the anomeric c arbon of three saccharides are described. In Method A the formyl group is introduced on the starting lactone by a dithiane ring which, after stereospecific reductive dehydroxylation, is hydrolysed to generate t he beta-glycosyl aldehyde. In Method B the aldehyde is prepared by int roduction of phenylacetylene followed by stereospecific reductive dehy droxylation, partial hydrogenation and subsequent ozonolysis.