Synthesis of L-sugars from 4-deoxypentenosides.
[reaction: see text] 4-Deoxypentenosides, which are readily derived from D-sugars, resemble glycals in structure and reactivity and can undergo stereoselective epoxidation and S(N)2 nucleophilic addition to produce L-sugars in pyranosidic form.
Boulineau
Fabien P
FP
Department of Chemistry, Purdue University, 1393 Brown Building, West Lafayette, Indiana 47907-1393, USA.
Wei
Alexander
A
D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D003837:Deoxy Sugars / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis; D010429:Pentoses / Q000138:chemical synthesis*; D013237:Stereoisomerism
D002241:Carbohydrates; D003837:Deoxy Sugars; D004852:Epoxy Compounds; D006027:Glycosides; D010429:Pentoses