ChemInform Abstract: Stereoselective O-Glycosylation Reactions Employing Diphenylphosphinate and Propane-1,3-diyl Phosphate as Anomeric Leaving Groups.

✍ Scribed by V. HARIPRASAD; G. SINGH; I. TRANOY

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199901207

✦ Synopsis

Stereoselective O-Glycosylation Reactions Employing Diphenylphosphinate and Propane-1,3-diyl Phosphate as Anomeric Leaving Groups.

-Glycosidation of tetra-O-benzyl-D-glucose (I) using diphenylphosphinate as the leaving group affords β-O-linked glycosides (V) as major products. The use of propane-1,3-diyl phosphate as leaving group results in improved stereoselectivity. In some cases, the exclusive formation of β-O-linked glycosides (V) is observed. -(HARIPRASAD, V.; SINGH, G.;