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Efficient activation of glycosyl N-(phenyl)trifluoroacetimidate donors with ytterbium(III) triflate in the glycosylation reaction

✍ Scribed by Matteo Adinolfi; Gaspare Barone; Alfonso Iadonisi; Marialuisa Schiattarella

Book ID: 104251529
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 89 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01124-3

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✦ Synopsis

The mild, moisture-stable and cheap catalyst Yb(OTf) 3 activates glycosyl N-(phenyl)trifluoroacetimidates in the stereoselective synthesis of 1,2-trans and 1,2-cis glycosides. A suitable choice of the reaction solvent led to good yields and stereoselectivity ratios. The protocol was successfully applied to acceptors and donors both exhibiting a wide range of reactivity.

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