Stereoselective hydrogenation of methyl dideoxy- and trideoxy-β-D-hex-5-enopyranosides

István Pelyvás, Ferenc Sztaricskai, László Szilágyi, Rezsö Bognár, József Tamás

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Hydrogenation, severally, of methyl 3-azido-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside, its 3-benzamido analogue, and methyl 2,6-dideoxy-β-D-threo-hex-5-enopyranoside in the presence of palladium-on-barium sulphate gave the corresponding 6-deoxy-β-D-hexopyranoside derivatives. Stereoselective addition of hydrogen was observed in each case. Methyl 2,6-dideoxy-β-D-arabino-hexopyranoside was also prepared by reductive dehalogenation of methyl 3,4-di-O-benzoyl-6-bromo-2,6-dideoxy-β-D-arabino-hexopyranoside.

Original languageEnglish
Pages (from-to)79-84
Number of pages6
JournalCarbohydrate Research
Volume76
Issue number1
DOIs
Publication statusPublished - Nov 1979

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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