A Novel Glycosidation Promoted by the Combination of Trimethylsilyl Halide and Zinc Triflate

Kunio HIGASHI; Hiroshi SUSAKI

doi:10.1248/cpb.40.2019

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Keywords: glycosidation, trimethylsilyl chloride, trimethylsilyl bromide, zinc triflate, activator, glycosyl donor, glycosyl ester, glycosaminyl acetate, alkyl glycoside, steroidal glycoside

JOURNAL FREE ACCESS

1992 Volume 40 Issue 8 Pages 2019-2022

DOI https://doi.org/10.1248/cpb.40.2019

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Abstract

A novel glycosidation method has been developed which utilizes a trimethylsilyl halide-zinc triflate catalyst system to activate various benzyl-protected fucosyl, glucosyl and galactosyl esters. The promoter system was extended to use benzyl-protected alkyl glycosides and N-2, 2, 2, -trichloroethoxycarbonyl-protected glucosaminyl and galactosaminyl acetates as glycosyl donors.

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