FRAGMENTATION OF CARBOHYDRATE ANOMERIC ALKOXY RADICALS - A NEW GENERAL-SYNTHESIS OF CYCLIC KETOSES

Authors
DEARMAS P FRANCISCO CG SUAREZ E
Citation
P. Dearmas et al., FRAGMENTATION OF CARBOHYDRATE ANOMERIC ALKOXY RADICALS - A NEW GENERAL-SYNTHESIS OF CYCLIC KETOSES, Tetrahedron letters, 34(45), 1993, pp. 7331-7334
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
45
Year of publication
1993
Pages
7331 - 7334
Database
ISI
SICI code
0040-4039(1993)34:45<7331:FOCAAR>2.0.ZU;2-U
Abstract
Cyclic ketoses can be specifically obtained when C2 hydroxymethylated carbohydrates undergo a tandem beta-fragmentation-cyclization reaction promoted by the system iodosylbenzene-iodine, under mild conditions. Pentuloses and hexuloses in furanose and pyranose form are obtained vi a 1,5 and 1,6 intramolecular cyclization.