A facile synthesis of a polyhydroxylated 2-azabicyclo[3.2.1]octane.
Synthetic or natural aza-sugars have shown promise as a therapeutic approach to a variety of disease states by acting as transition state mimics to sugar processing enzymes. Although the synthesis of functionalized bicyclo[3.2.1]octanes has been reported, the procedures are relatively long and low yielding. Herein, we report the facile synthesis of polyhydroxylated 2-azabicyclo[3.2.1]octane that can be selectively functionalized.
Reed
Damon D
DD
Department of Chemistry and Biochemistry, Clippinger Laboratories, Ohio University, Athens, Ohio 45701, USA.
Bergmeier
Stephen C
SC
D000890:Anti-Infective Agents / Q000494:pharmacology; D001372:Aza Compounds / Q000138:chemical synthesis; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis; D007004:Hypoglycemic Agents / Q000494:pharmacology; D008956:Models, Chemical; D009795:Octanes / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000890:Anti-Infective Agents; D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D007004:Hypoglycemic Agents; D009795:Octanes