INVESTIGADORES
SPANEVELLO Rolando Angel
artículos
Título:
Neighboring-group participation in benzylidene acetal ring-opening of a 2-cyano-2-deoxypyranoside derivative by diethylaluminum cyanide
Autor/es:
MARÍA I. MANGIONE; ALEJANDRA G. SUÁREZ; ROLANDO A. SPANEVELLO
Revista:
CARBOHYDRATE RESEARCH
Editorial:
ELSEVIER SCI LTD
Referencias:
Lugar: Amsterdam; Año: 2003 vol. 338 p. 2177 - 2183
ISSN:
0008-6215
Resumen:
The oxirane ring-opening of an anhydro sugar with diethylaluminum cyanide (Et2AlCN) is a direct approach for obtaining a cyano derivative. Methyl 2,3-anhydro-4,6-O-benzylidene-a-D-allopyranoside showed anomalous chemical behavior when treated with Et2AlCN. The reaction afforded the corresponding b-cyanohydrin as the minor component from a mixture of compounds resulting from the benzylidene acetal ring-opening caused by the attack of ethyl or cyano groups.
