INVESTIGADORES
BORDONI Andrea Veronica
artículos
Título:
5-Deoxy glycofuranosides by carboxyl group assisted photoinduced electron-ransfer deoxygenation.
Autor/es:
A. BORDONI; R. M. DE LEDERKREMER; C. MARINO
Revista:
TETRAHEDRON
Editorial:
ELSEVIER
Referencias:
Lugar: Nueva York; Año: 2008 vol. 64 p. 1703 - 1710
ISSN:
0040-4020
Resumen:
In connection with the development of practical methods for the synthesis of deoxy sugars, a photoinduced electron-transfer (PET) reaction using 9-methylcarbazole (MCZ) as photosensitizer was applied to a 2-O-(3-trifluoromethyl)benzoylated derivative of D-galacturonic acid. The carboxylic group efficiently assists a-deoxygenation, the required irradiation time being significantly shorter than that in the absence of it. The photochemical reaction was also used for the deoxygenation of D-glucurono-6,3-lactone derivatives, providing in both cases the convenient routes for the synthesis of 5-deoxy-hexofuranosides and intermediate compounds for the synthesis of natural products, avoiding the use of metal hydrides.O-(3-trifluoromethyl)benzoylated derivative of D-galacturonic acid. The carboxylic group efficiently assists a-deoxygenation, the required irradiation time being significantly shorter than that in the absence of it. The photochemical reaction was also used for the deoxygenation of D-glucurono-6,3-lactone derivatives, providing in both cases the convenient routes for the synthesis of 5-deoxy-hexofuranosides and intermediate compounds for the synthesis of natural products, avoiding the use of metal hydrides.a-deoxygenation, the required irradiation time being significantly shorter than that in the absence of it. The photochemical reaction was also used for the deoxygenation of D-glucurono-6,3-lactone derivatives, providing in both cases the convenient routes for the synthesis of 5-deoxy-hexofuranosides and intermediate compounds for the synthesis of natural products, avoiding the use of metal hydrides.D-glucurono-6,3-lactone derivatives, providing in both cases the convenient routes for the synthesis of 5-deoxy-hexofuranosides and intermediate compounds for the synthesis of natural products, avoiding the use of metal hydrides.
