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Pummerer rearrangement of 1-deoxy-5-thioglucopyranose oxides; novel synthesis of 5-thioglucopyranose derivatives
Authors:Hiroko MatsudaJunji Fujita  Yasuharu MoriiMasaru Hashimoto  Toshikatsu OkunoKimiko Hashimoto
Affiliation:a Faculty of Agriculture and Life Science, Hirosaki University, 3 Bunkyo-Cho, Hirosaki, Aomori 036-8561, Japan
b Biochemical Resources Laboratory, Plant Science Center, RIKEN, 2-1, Hirosawa, Wako-shi, Saitama, 351-0198, Japan
Abstract:The Pummerer rearrangement of 3,4-O-isopropylidene-1-deoxy-5-thiopyranose oxide derivatives took place at the C1 position regioselectively to give the corresponding 5-thiopyranoses. The reaction mechanism of this reaction is also discussed.
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