New access to C-disaccharide analogs of alpha, alpha-trehalose using an aqueous hetero Diels-Alder reaction

A Lubineau; E Grand; M C Scherrmann

doi:10.1016/s0008-6215(96)00267-4

New access to C-disaccharide analogs of alpha, alpha-trehalose using an aqueous hetero Diels-Alder reaction

Carbohydr Res. 1997 Jan 2;297(2):169-74. doi: 10.1016/s0008-6215(96)00267-4.

Authors

A Lubineau¹, E Grand, M C Scherrmann

Affiliation

¹ Laboratoire de Chimie Organique Multifonctionnelle, Université de Paris XI, Orsay, France.

PMID: 9060184
DOI: 10.1016/s0008-6215(96)00267-4

Abstract

C-disaccharide analogs of trehalose were prepared using an aqueous Diels-Alder reaction as a key step. The resulting major stereoisomer was shown by NMR spectroscopy analysis to have the correct (alpha, alpha') stereochemistry of trehalose.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carbohydrate Conformation
Disaccharides / chemical synthesis*
Disaccharides / chemistry
Magnetic Resonance Spectroscopy
Molecular Conformation
Trehalose / analogs & derivatives*

Substances

Disaccharides
Trehalose