The Wittig reaction with 2-deoxysugars: the role of triphenyl and trialkyltin halides

Authors
Costantino, V Imperatore, C Fattorusso, E Mangoni, A
Citation
V. Costantino et al., The Wittig reaction with 2-deoxysugars: the role of triphenyl and trialkyltin halides, TETRAHEDR L, 42(46), 2001, pp. 8185-8187
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
46
Year of publication
2001
Pages
8185 - 8187
Database
ISI
SICI code
0040-4039(20011112)42:46<8185:TWRW2T>2.0.ZU;2-U
Abstract
The application of the Wittig reaction to prepare chain-extended polyols st arting from protected 2-deoxysugars has been investigated. The standard con ditions cause alcohol elimination from the deoxysugar, leading to a diene. Triphenyl and tributyltin halides have been found to prevent alcohol elimin ation, so that the expected alkene is produced. (C) 2001 Elsevier Science L td. All rights reserved.