RESUMEN

Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compounds is reported.

Asunto(s)

Compuestos Bicíclicos con Puentes/química , Carbohidratos/química , Compuestos de Espiro/química , Compuestos Bicíclicos Heterocíclicos con Puentes/química , Técnicas Químicas Combinatorias , Glicosilación , Modelos Moleculares , Estructura Molecular , Estereoisomerismo