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Efficient synthesis of alkyl 2,3-unsaturated glucopyranosides from glycals mediated by ytterbium(III) triflate-trialkyl aluminum
Authors:Pramchai Deelertpaiboon  Suwatchai Jarussophon  Patoomratana Tuchinda  Chutima Kuhakarn  Manat Pohmakotr
Institution:Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand
Abstract:Treatment of glycals with trialkylaluminum in the presence of a catalytic amount of Yb(OTf)3 leads to the corresponding alkyl 2,3-unsaturated glycosides in good to excellent yields. Reactions of protected glycals are achieved under very mild conditions.
Keywords:C-Glycosidation  Glycals  Ytterbium(III) triflate  Alkylation  Catalyst  Trialkylaluminum
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