INVESTIGADORES
FERNANDEZ CIRELLI Alicia
artículos
Título:
ß elimination in aldonolactones. Synthesis of 2 O benzoyl 3,5,6 trideoxy DL threo hexofurnose
Autor/es:
O. VARELA; A. FERN¨¢NDEZ CIRELLI; R. MUCHNIK DE LEDERKREMER
Revista:
CARBOHYDRATE RESEARCH
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 1982 vol. 100 p. 424 - 430
ISSN:
0008-6215
Resumen:
We have reported the synthesis of deoxy1.2 and dideoxy3,4 sugars v¨ªa B-elimination reactions ocurring on benzolatyon of aldonolactones. Recently, we described the preparation of Ascarylose3 (3,6-dideoxy-L-arabino-hexose) and a crystalline, furanoid benzoate of this sugar, starting from L-rhamnono-1,5-lactone. We now report that double elimination was observed when L-rhamnono-1,4-lactone was benzoylated under similar conditions. The unsaturated lactone derivative was used for the synthesis of 2-O-benzoyl-3,5,6-trideoxy-¦Á-DL-threo-hexofuranose.