A shortcut and stereoselective synthesis of 1-β-alkyl-2-deoxy-D-ribose derivatives via Wittig-Horner-Emmons reaction

Naoko Matsuura, Yoshitaka Yashiki, Shouji Nakashima, Minoru Maeda, Shigeki Sasaki

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A shortcut and stereoselective synthesis of 1-β-alkyl-2-deoxy-D-ribose derivatives has been achieved via Wittig-Horner-Emmons reaction followed by intramolecular 1,4-addition. After the systematic investigation of the effects of the base and the solvent, the best β-selectivity, as much as 12:1, was obtained with potassium tert-butoxide in THF.

Original languageEnglish
Pages (from-to)975-978
Number of pages4
JournalHeterocycles
Volume51
Issue number5
DOIs
Publication statusPublished - May 1 1999

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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