O. Varela, A. Cirelli, R. Lederkremer
Mar 1, 1980
Citations
0
Influential Citations
13
Citations
Journal
Carbohydrate Research
Abstract
Abstract Benzoylation of l -rhamnono-1,5-lactone ( 1 ) for 90 min at room temperature afforded 2,3,4-tri- O -benzoyl- l -rhamnono-I,5-Iactone ( 2 ). When an excess of benzoyl chloride and pyridine was used for 20 h, with subsequent sublimation of benzoic acid from the mixture at 120° in vacua , a double elimination took place and 3-benzoyloxy-6-methylpyran-2-one ( 4 ) was isolated as the main product. The conversion of 1, 2, and 2,4.-di- O -benzoyl-3,6-dideoxy- l - erythro -hex-2-enono-l,5-lactone ( 3 ) into the pyran-one derivative 4 under different conditions was monitored chromatographically.