INVESTIGADORES
FERNANDEZ CIRELLI Alicia
artículos
Título:
Synthesis of Thromboxane A2 Models from Glucose. II. Epoxidation Studies of Hex-2-enopyranosides
Autor/es:
A. FERNÁNDEZ CIRELLI; O. MORADEI; J. THIEM
Revista:
LIEBIGS ANN./RECUEIL
Editorial:
WILEY-VCH Verlag GmbH & Co. KGaA
Referencias:
Lugar: Berlín; Año: 1997 vol. 1997 p. 1983 - 1987
Resumen:
The synthesis of halohydrin 7, a potential precursor of the heterocyclic moiety of thromboxane A2 (TXA2) is described. Claisen-Meerwein-Eschenmoser rearrangement of hex-3- enopyranosides 4 and 8 yields the branched olefin sugars 5 and 9. Epoxidation studies with perbenzimidic acid (Payne´s method) and m-chloroperbenzoic acid (Anderson´s method) were performed. Under treatment of the 2,3-anhydrosugar 6 with LiBr, the epimeric halohydrins 7 and 10 were obtained in a ratio of 3:2.