Highly stereoselective synthesis of pseudoglycals via Yb(OTf)(3) catalyzedFerrier glycosylation

Authors
Takhi, M Abdel-Rahman, AAH Schmidt, RR
Citation
M. Takhi et al., Highly stereoselective synthesis of pseudoglycals via Yb(OTf)(3) catalyzedFerrier glycosylation, SYNLETT, (3), 2001, pp. 427-429
Citations number
37
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
3
Year of publication
2001
Pages
427 - 429
Database
ISI
SICI code
0936-5214(200103):3<427:HSSOPV>2.0.ZU;2-A
Abstract
The reaction of tri-O-acetyl-D-glucal with various alcohols and thiols was effectively promoted by a catalytic amount of Yb(OTf)(3) to produce a varie ty of pseudoglycals via Ferrier rearrangement in excellent yields and anome ric selectivity.