Access to aldehydo acetals of sugars via palladium-catalyzed oxidation of alpha,beta-unsaturated cyclic acetals

Catherine Fayet; Jacques Gelas; Katerina Danková; Alexandre Yokaris

doi:10.1016/s0008-6215(02)00172-6

Access to aldehydo acetals of sugars via palladium-catalyzed oxidation of alpha,beta-unsaturated cyclic acetals

Carbohydr Res. 2002 Nov 19;337(21-23):2325-7. doi: 10.1016/s0008-6215(02)00172-6.

Authors

Catherine Fayet¹, Jacques Gelas, Katerina Danková, Alexandre Yokaris

Affiliation

¹ Laboratoire de Chimie des Hétérocycles et Glucides, EA 987, Ecole Nationale Supérieure de Chimie de Clermont-Ferrand, Ensemble Scientifique des Cézeaux, BP 187, F-63174 Aubière Cedex, France. cfayet@ensccf.univ-bpclermont.fr

PMID: 12433496
DOI: 10.1016/s0008-6215(02)00172-6

Abstract

The palladium(II)-catalyzed oxidation of alpha,beta-unsaturated cyclic acetals derived from mono- and disaccharides leads in appreciable yields to new aldehydo acetals which, overall, results in an anti-Markovnikov addition.

MeSH terms

Acetals / chemistry*
Carbohydrates / chemistry*
Catalysis
Disaccharides / chemistry
Magnetic Resonance Spectroscopy
Monosaccharides / chemistry
Oxidation-Reduction
Palladium

Substances

Acetals
Carbohydrates
Disaccharides
Monosaccharides
Palladium