ChemInform Abstract: Stereoselective Sulfoxidation of α-Mannopyranosyl Thioglycosides: The exo-Anomeric Effect in Action.

✍ Scribed by David Crich; Jan Mataka; Sanxing Sun; K.-C. Lam; Arnold L. Rheingold; Donald J. Wink

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 30 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199913250

✦ Synopsis

Stereoselective Sulfoxidation of α-Mannopyranosyl Thioglycosides: The exo-Anomeric Effect in Action.

-In analogy to previous results α-thioglycoside (I) undergoes stereoselective oxidation affording predominantly the (R)-sulfoxide (II) as a consequence of the exo-anomeric effect. Its structure is confirmed by X-ray analysis. -(CRICH,