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Removal of acid-labile protecting groups on carbohydrates using water-tolerant and recoverable vanadyl triflate catalyst
Journal article   Peer reviewed

Removal of acid-labile protecting groups on carbohydrates using water-tolerant and recoverable vanadyl triflate catalyst

Ming-Chung Yan, Yeng-Nan Chen, Huan-Ting Wu, Chang-Ching Lin, Chien-Tien Chen and Chun-Cheng Lin
Journal of Organic Chemistry, Vol.72(1), pp.299-302
05/01/2007

Abstract

Acetal, trityl, and TBDMS protecting groups on saccharides were subjected to alcoholysis using a catalytic amount of vanadyl triflate in an MeOH-CH 2 Cl 2 solvent system. The configuration at the anomeric positions of saccharides was retained, and no glycosidic bond cleavage and oxidation of sulfides were observed. The presented method was easily implemented, compatible with diverse functional groups, and regioselective in some cases. © 2007 American Chemical Society.

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