Tetrahedron letters

A one-pot glycosylation of tetrahydropyranyl (THP) ether intermediates

S Manfredini, PG Baraldi, R Bazzanini, M Guarneri…

Index: Manfredini, Stefano; Baraldi, Pier G.; Bazzanini, Rita; Guarneri, Mario; Simoni, Daniele Tetrahedron Letters, 1994 , vol. 35, # 31 p. 5709 - 5712

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Citation Number: 5

Abstract

Abstract Tetrahydropyranyl (THP) derivatives of alcohols are converted in one-pot and in stereoselective manner into the corresponding 1-O-alkyl-2, 3, 5-tri-O-benzoyl-β-D- ribofuranosides on treatment with 1-O-acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose and trimethylsilyl triflate (TMSOTf). The same protocol was also applyed on 1-O-acetyl-2, 3, 4, 6- tetra-O-benzyl-glucopyranoside (α/β 9: 1) to give, by reaction with 1-O-methyl-2, 3, 4-tri-O- ...