Photoinduced electron-transfer ?-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone

Article

Authorship

BORDONI, ANDREA VERONICA ; MUCHNIK, ROSA ; MARINO, MARIA CARLA

Date

2006

Publishing House and Editing Place

ELSEVIER

Magazine

CARBOHYDRATE RESEARCH, vol. 341 (pp. 1788-1795) - ISSN 0008-6215
ELSEVIER

ISSN

0008-6215

Summary Information provided by the agent in SIGEVA

A photoinduced electron-transfer (PET) reaction was used for the deoxygenation at C-2 of aldonolactones derivatized as 2-O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different D-galactono- and D-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensitizer, the corresponding 2-deoxy-D-lyxo- and 2-deoxy-D-arabino-hexono-1,4-lactones were efficiently obtained.O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different D-galactono- ... A photoinduced electron-transfer (PET) reaction was used for the deoxygenation at C-2 of aldonolactones derivatized as 2-O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different D-galactono- and D-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensitizer, the corresponding 2-deoxy-D-lyxo- and 2-deoxy-D-arabino-hexono-1,4-lactones were efficiently obtained.O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different D-galactono- and D-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensitizer, the corresponding 2-deoxy-D-lyxo- and 2-deoxy-D-arabino-hexono-1,4-lactones were efficiently obtained.D-lyxo- and 2-deoxy-D-arabino-hexono-1,4-lactones were efficiently obtained.