INVESTIGADORES
FERNANDEZ CIRELLI Alicia
artículos
Título:
ß elimination in aldonolactones. The conversion of L rhamnono 1,5 lactone into 3 benzoyloxy 6 methylpyran 2 one
Autor/es:
O. VARELA; A. FERNÁNDEZ CIRELLI; R. MUCHNIK DE LEDERKREMER
Revista:
CARBOHYDRATE RESEARCH
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 1980 vol. 79 p. 219 - 224
ISSN:
0008-6215
Resumen:
Benzoylation of l-rhamnono-1,5-lactone (1) for 90 min at room temperature afforded 2,3,4-tri-O-benzoyl-l-rhamnono-I,5-Iactone (2). When an excess of benzoyl chloride and pyridine was used for 20 h, with subsequent sublimation of benzoic acid from the mixture at 120° in vacua, a double elimination took place and 3-benzoyloxy-6-methylpyran-2-one (4) was isolated as the main product. The conversion of 1, 2, and 2,4.-di-O-benzoyl-3,6-dideoxy-l-erythro-hex-2-enono-l,5-lactone (3) into the pyran-one derivative 4 under different conditions was monitored chromatographically.
