INVESTIGADORES
FERNANDEZ CIRELLI Alicia
artículos
Título:
Anomalous Horner-Wadsworth-Emmons reactions on 3,4-enuloses
Autor/es:
O. MORADEI; C. DU MORTIER; A. FERNÁNDEZ CIRELLI
Revista:
TETRAHEDRON
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 1997 vol. 53 p. 7397 - 7402
ISSN:
0040-4020
Resumen:
Pyranosic enuloses were subjected to Horner-Wadsworth-Emmons (HWE) conditions using the enolate of dimethyl(methoxycarbonyl)methyl phosphonate and its ethyl analogue. 3-O-Phosphorylation of the products as well as an unusual stereoespecificity were observed. A mechanism involving a phosphonate-phosphate like rearrangement through a five member intermediate followed by benzoate elimination is proposed
