Preparation of 1,2-cis-glycosyl cyanides by the stereoselective reduction of acetylated l-bromo-d-glycosyl cyanioes

L. Somsák, G. Batta, István Farkas

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Reductive dehalogenation of acetylated 1-bromo-D-glycosyl cyanides with tri-n-butyltin hydride favours the formation of 1,2-trans-glycosyl cyanides, while reactions with zinc-acetic acid, zinc-isopropanol, and sodium borohydride give 1,2-cis-glycosyl cyanides as the major product.

Original languageEnglish
Pages (from-to)5877-5880
Number of pages4
JournalTetrahedron Letters
Volume27
Issue number48
DOIs
Publication statusPublished - 1986

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Cyanides
Zinc
Dehalogenation
2-Propanol
Acetic Acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Preparation of 1,2-cis-glycosyl cyanides by the stereoselective reduction of acetylated l-bromo-d-glycosyl cyanioes. / Somsák, L.; Batta, G.; Farkas, István.

In: Tetrahedron Letters, Vol. 27, No. 48, 1986, p. 5877-5880.

Research output: Contribution to journalArticle

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abstract = "Reductive dehalogenation of acetylated 1-bromo-D-glycosyl cyanides with tri-n-butyltin hydride favours the formation of 1,2-trans-glycosyl cyanides, while reactions with zinc-acetic acid, zinc-isopropanol, and sodium borohydride give 1,2-cis-glycosyl cyanides as the major product.",
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