Hydrogen peroxide oxidation of palatinose and trehalulose: direct preparation of carboxymethyl alpha-D-glucopyranoside

Authors
Trombotto, S Bouchu, A Descotes, G Queneau, Y
Citation
S. Trombotto et al., Hydrogen peroxide oxidation of palatinose and trehalulose: direct preparation of carboxymethyl alpha-D-glucopyranoside, TETRAHEDR L, 41(43), 2000, pp. 8273-8277
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
43
Year of publication
2000
Pages
8273 - 8277
Database
ISI
SICI code
0040-4039(20001021)41:43<8273:HPOOPA>2.0.ZU;2-Z
Abstract
The direct oxidation of palatinose and trehalulose by hydrogen peroxide in acidic medium provided carboxymethyl alpha -D-glucopyranoside (alpha -CMG) in moderate to fair yields in a single step. The effect of catalytic sodium tungstate on the reaction was studied. alpha -CMG is a versatile synthon a ble to supply a glucosyl moiety through the acylation of alcohols or amines , via the opening of the delta -lactone obtained by acetylation. (C) 2000 E lsevier Science Ltd. All rights reserved.