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Deoxygenation of sugar trifluoromethanesulfonates by sodium metal in liquid ammonia and by photolysis
Authors:Tsutomu Tsuchiya  Fujio Nakamura  Sumio Umezawa
Institution:Institute of Bioorganic Chemistry, 1614 Ida, Nakahara-ku, Kawasaki, 211 Japan
Abstract:Several trifluoromethanesulfonyl(TFMS) derivatives of sugars were prepared and treated with sodium in liquid ammonia or subjected to ultraviolet irradiation. Three 3-O-TFMS derivatives gave the corresponding 3-deoxy compounds, but a 2-O-TFMS derivative gave a branched-chain sugar.
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