Novel stereocontrolled syntheses of tashiromine and epitashiromine

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Abstract

A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C-C double bond and reductive ring-closure reactions of the cis- or trans-cyclooctene β-amino acids.

Original languageEnglish
Pages (from-to)596-603
Number of pages8
JournalBeilstein Journal of Organic Chemistry
Volume11
DOIs
Publication statusPublished - Apr 30 2015

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Keywords

  • Alkaloids
  • Amino acids
  • Ring closure
  • Ring opening
  • Stereocontrolled synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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