Total Synthesis of the Natural Product (+)-trans-Dihydronarciclasine via an Asymmetric Organocatalytic [3+3]-Cycloaddition and discovery of its potent anti-Zika Virus (ZIKV) Activity

Omkar Revu, Carlos Zepeda-Velázquez, Alex J. Nielsen, James McNulty, Robert H. Yolken, Lorraine Jones-Brando

Research output: Contribution to journalArticlepeer-review

Abstract

An asymmetric total synthesis of the natural product (+)-trans-dihydronarciclasine has been achieved from α-azidoacetone and cinnamaldehyde precursors via a stepwise asymmetric [3+3]-organocatalytic cascade. The anti-Zika virus activity of this compound is also reported for the first time.

Original languageEnglish (US)
Pages (from-to)5895-5899
Number of pages5
JournalChemistrySelect
Volume1
Issue number18
DOIs
StatePublished - Nov 1 2016

Keywords

  • Zika
  • alkaloids
  • aminocyclitols
  • antiviral
  • asymmetric synthesis
  • organocatalysis
  • total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

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