An efficient one-stage deprotection/reduction of 1,2-O-isopropylidene furanoses to the corresponding tetrahydrofurans

Citation
Gj. Ewing et Mj. Robins, An efficient one-stage deprotection/reduction of 1,2-O-isopropylidene furanoses to the corresponding tetrahydrofurans, ORG LETT, 1(4), 1999, pp. 635-636
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
4
Year of publication
1999
Pages
635 - 636
Database
ISI
SICI code
1523-7060(19990826)1:4<635:AEODO1>2.0.ZU;2-O
Abstract
Treatment of 1,2-O-isopropylidenefuranose derivatives with triethylsilane/b oron trifluoride etherate results in generation of the corresponding tetrah ydrofurans. This one stage process removes the 1,2 O-isopropylidene group w ith accompanying deoxygenation at the anomeric position and is compatible w ith several hydroxyl protecting groups.