CIHIDECAR   12529
CENTRO DE INVESTIGACIONES EN HIDRATOS DE CARBONO
Unidad Ejecutora - UE
artículos
Título:
A comparative study of the influence of some protecting groups on the reactivity of D-glucosamine acceptors with a galactofuranosyl donor
Autor/es:
MARÍA L. BOHN; MARÍA I. COLOMBO; CARLOS A. STORTZ; EDMUNDO A. RÚVEDA
Revista:
CARBOHYDRATE RESEARCH
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 2006 vol. 341 p. 1096 - 1104
ISSN:
0008-6215
Resumen:
Competitive glycosylation experiments with a galactofuranosyl trichloroacetimidate donor were performed with glucosamine
acceptors having a free 4-OH group and carrying di.erent protecting groups at N-2, O-3, and O-6. The most reactive acceptor
is the N-dimethylmaleimido 3,6-di-O-benzylated derivative (6c), which reacts even faster than the oxazolidinone 1a. Molecular orbital
calculations have helped to rationalize these experimental facts in terms of a hardhard reaction occurring between the donor and
the acceptor.
calculations have helped to rationalize these experimental facts in terms of a hardhard reaction occurring between the donor and
the acceptor.
calculations have helped to rationalize these experimental facts in terms of a hardhard reaction occurring between the donor and
the acceptor.
N-dimethylmaleimido 3,6-di-O-benzylated derivative (6c), which reacts even faster than the oxazolidinone 1a. Molecular orbital
calculations have helped to rationalize these experimental facts in terms of a hardhard reaction occurring between the donor and
the acceptor.