INVESTIGADORES
FERNANDEZ CIRELLI Alicia
artículos
Título:
The acid-catalyzed interconversion of diastereoisomeric methyl 2,3:4,6-di-O-benzylidene-á-d-mannopyranosides
Autor/es:
M. SZNAIDMAN; A. FERNáNDEZ CIRELLI; R. MUCHNIK DE LEDERKREMER
Revista:
CARBOHYDRATE RESEARCH
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 1983 vol. 113 p. 326 - 330
ISSN:
0008-6215
Resumen:
Methyl 2,3:4,6-di-O-benzylidene-á-D-mannopyranoside (1) was needed as a starting material for our synthetic studies. Reductive ring-cleavage of 2-phenyl-1,3-dioxolane derivatives of carbohydrates with the LiAIH4-AICI3 reagent1 has been reported to depend on the configuration of the acetal carbon atom. With exo-phenyl derivatives, the reagent attacks O-2, which is the axial oxygen atom of the dioxolane ring, whereas, with the endo-phenyl diastereoisomer, the attack occurs at O-3, which is the equatorial atom.