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Short Paper | Special issue | Vol 99, No. 1, 2019, pp.680-693
Published online, 18th January, 2019
DOI: 10.3987/COM-18-S(F)35
Enviromentally-Benign Glycosylation Reaction Using Odorless Thio-Glycosides and Hypervalent Iodine(III) Reagent

Koji Morimoto, Kana Yanase, Ibuki Odaka, Yasuyuki Kita,* and Tetsuya Kajimoto*

*Research Organization of Science and Technology, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga, 525-8577, Japan

Abstract

We discovered that the hypervalent iodine(III) reagent could mediate the glycosylation reaction by activating the thio-glycoside donors which were prepared from glycosyl 1-O-acetate and odorless p-octyloxybenzenethiol.  By using this method, trisaccharides as well as disaccharides could be easily synthesized under mild reaction conditions. All the chemicals employed in this method are enviromentally-benign.