Trimethylsilyl Triflate - Catalysid Acetal Formation Between Silylated Hexopyranosides and Methyl Pyruvate1 |
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Authors: | András Lipták Lajos Szabó |
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Affiliation: | L. Kossuth University, Institute of Biochemistry , P.O. Box 55, H-4010, Debrecen, Hungary |
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Abstract: | Abstract Trimethylsilyl ethers of 2,3-di-O-substituted glycopyranosides or their thioglycopyranoside analogues were reacted with methyl pyruvate in the presence of trimethylsilyl triflate to give pyruvylated hexo-pyranosides in yields of 60–75%, and the ratio of the diastereoisomers was found to be ca. 1:1. The reaction can also be applied for cellobioside derivatives, providing suitable building blocks for the preparation of pyruvate-containing oligosaccharides. |
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