Gold(I)-Catalysed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

Carlos Palo Nieto, Abhijit Sau, Carmen Galan

Research output: Contribution to journalArticle (Academic Journal)peer-review

84 Citations (Scopus)
326 Downloads (Pure)

Abstract

Au(I) in combination with AgOTf enables the unprecedented direct and a-stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalysed hydrofunctionalization of the enol ether glycoside. The room temperature
reaction is high yielding and amenable to a wide range of glycal donors and OH nucleophiles.
Original languageEnglish
Pages (from-to)14041-14044
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number40
Early online date21 Sept 2017
DOIs
Publication statusPublished - 11 Oct 2017

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