Abstract
The selective oxidation of trimethylsilylated D-galactose diethyl dithioacetal using Collins reagent provided the corresponding D-galacto-hexo-dialdo dithioacetal. Successive acid hydrolysis, isopropylidenation, and cleavage of the dithioacetal group gave the 1,2;3,4-di- O-isopropylidene-L-galacto-hexodialdo-1,5-pyranose as a key intermediate for the synthesis of 6-fluoro-and 6-deutero-substituted L-fucose derivatives.
1 Dedicated to Professor Peter Köll on the Occasion of His 60th Birthday.
ACKNOWLEDGMENTS
The authors are grateful to the Deutschen Forschungsgemeinschaft as well as the Fonds der Chemischen Industrie for financial support.
Notes
1 Dedicated to Professor Peter Köll on the Occasion of His 60th Birthday.