Abstract
Abstract Pyrimidin-2-yl 2,3,4,6-tetra- O -benzyl-1-thio- α - d -mannopyrano side ( 9 ), pyrimidin-2-yl 2,3,4-tri- O -benzyl- α - l -rhamnopyranoside ( 10 ), pyrimidin-2-yl 2- O -acetyl-3,4,6-tri- O -benzyl-1-thio- α - d -mannopyranoside ( 7 ), and pyrimidin-2-yl 2- O -acetyl-3,4-di- O -benzyl-1-thio- α - l -rhamnopyranoside ( 8 ) were prepared almost quantitatively from the corresponding protected 1,2- O -methoxyethylidene- β - d -manno-or- β - l -rhamnopyranose with 2-mercaptopyrimidine in the presence of mercuric bromide. Coupling reactions of the thioglycosides promoted by silver triflate with suitable glycosyl acceptors afforded 1,2- trans linked disaccharides.
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