Displacement of sugar triflates with c-nucleophiles: D-glucopyranose and d-ribofuranose chain extension and functionalization

Quanrong Shen, Darby G. Sloss, David B. Berkowitz

Research output: Contribution to journalArticle

30 Scopus citations

Abstract

Treatment of methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-0-trifluoromethanesulfonyl-a-D-glucopyranoside 1 or 3-O-benzyl 1,2-0-isopropylidene-5-O-trifluoromethenesulfonyl-a-D-ribofuranoside 2 with a variety of functionalized C-nucleophiles in THF/HMPA leads to the corresponding chain-extended sugars in very good to excellent yields.

Original languageEnglish (US)
Pages (from-to)1519-1530
Number of pages12
JournalSynthetic Communications
Volume24
Issue number11
DOIs
StatePublished - Jun 1 1994

ASJC Scopus subject areas

  • Organic Chemistry

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