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A new glycosylation method using glycosyl donors substituted by enol ether as a leaving group

✍ Scribed by Yumiko Osa; Kazuyoshi Takeda; Tomoko Sato; Eisuke Kaji; Yoshihisa Mizuno; Hiroaki Takayanagi

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 257 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)02703-8

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✦ Synopsis

Glycosyl donors having a leaving group of enol ether were easily prepared by the addition of the anomeric hydroxyl group of pyranose derivatives to ct,[3-unsaturated alkynic acid esters or -ketone. These glycosyl donors were selectively glycosidated with several glycosyl acceptors in the presence of Irimethylsilyl triflate (TMSOTf). A fucosyl donor was also applied in a similar synthesis.

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