Conformationally locked bicyclo[4.3.0]nonane carbanucleosides: Synthesis and bio-evaluation

Tony K.M. Shing, Anthony W.H. Wong, Huiyan Li, Z. F. Liu, Paul K.S. Chan

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

d-Ribose was converted into 3 novel carbobicyclic nucleosides bearing a bicyclo[4.3.0]nonane framework in 16-19 steps with 5-12% overall yields involving a Wittig olefination and an intramolecular Diels-Alder reaction as the key steps. The present synthesis also provides an efficient entry for chiral hydrindenones. The conformation studies of these carbanucleosides and their bio-evaluation as potential antiviral agents are reported.

Original languageEnglish
Pages (from-to)9439-9445
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number46
DOIs
Publication statusPublished - 2014 Dec 14

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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