Hydrogenolysis of the isomeric 1,2:4,6-di-O-benzylidene-α-d-glucopyranose derivatives with the LiAlH4AlCl3 reagent

András Lipták, János Imre, János Harangi, Pál Nánási

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Both isomers of 1,2:4,6-di-O-benzylidene-α-d-glucopyranose (and their 3-O-acetyl and 3-O-benzyl derivatives) have been prepared and their 1H- and 13C-n.m.r. spectra assigned. The mode of hydrogenolysis of the dioxolane ring in these isomers by the LiAlH4AlCl3 reagent is determined by the configuration at the acetal carbon and is independent of the electronic character of the two oxygen atoms.

Original languageEnglish
Pages (from-to)217-225
Number of pages9
JournalCarbohydrate Research
Volume116
Issue number2
DOIs
Publication statusPublished - Jun 1 1983

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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