Synthesis of C-glycofuranosides by the stereoselective reduction of hemiacetals

Eguzkiñe Calzada, Catherine A. Clarke, Christine Roussin-Bouchard, Richard H. Wightman

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)

Abstract

Reaction of protected glycofuranolactones with organolithium reagents and reduction of the resultant hemiacetals with triethylsilane-boron trifluoride gives a stereocontrolled route to C-glycofuranosides, with hydride delivery occurring cis- to an adjacent oxygen function.

Original languageEnglish
Pages (from-to)517-518
Number of pages2
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number5
Publication statusPublished - 1995

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