Synthesis of mono- and di-benzyl ethers of benzyl α-l-rhamnopyranoside

András Lipták, Péter Fügedi, Pál Nánási

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

Benzylidenation of benzyl α-l-rhamnopyranoside (1) gave the exo- (2) and endo-2,3-O-benzylidene diastereomers (3), hydrogenolysis of which afforded the 3-benzyl and 2-benzyl ethers of 1, respectively. Hydrogenolysis of the 4-O-benzyl derivatives (14 and 15) of 2 and 3 yielded the 3,4-di-benzyl and 2,4-dibenzyl ethers of 1, whereas hydrolysis of 14 and 15 gave the 4-benzyl ether of 1. The 2,3-dibenzyl ether of 1 was synthesised via the 4-O-allyl derivative of 1.

Original languageEnglish
Pages (from-to)209-217
Number of pages9
JournalCarbohydrate Research
Volume65
Issue number2
DOIs
Publication statusPublished - Sep 1978

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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