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Stereoselective glycosylation of endo-glycals by microwave- and AlCl3-assisted catalysis
Authors:Hui-Chang Lin  Jia-Fu PanYen-Bo Chen  Zi-Ping LinChun-Hung Lin
Institution:a Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, Taiwan
b Institute of Biological Chemistry, Academia Sinica, No. 128, Academia Road, Section 2, Nan-Kang, Taipei 11529, Taiwan
Abstract:α-2-Deoxyglycosides were synthesized in good to excellent yields by microwave-assisted reaction of endo-glycals with various O-nucleophiles in the presence of catalytic amount of AlCl3. These glycosyl additions occurred with high α-stereoselectivity and were complete in 5-35 min in 65-93% yield.
Keywords:2-Deoxyglycoside  Microwave  Glycosylation  endo-Glycal  Lewis acid
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