Synthesis of (S)-(-)-β-cuparenone and (S)-(-)-cuparene

Bhasker Reddy Aavula, Qi Cui, Eugene A. Mash

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

A short and efficient synthesis of the title compounds is described. (S)-(-)-β-Cuparenone was prepared in 31% yield from p-tolualdehyde and mesityl oxide in eight steps. Absolute stereochemistry was established by means of a diastereoselective cyclopropanation using (R,R)-hydrobenzoin as a recoverable auxiliary.

Original languageEnglish (US)
Pages (from-to)4681-4686
Number of pages6
JournalTetrahedron Asymmetry
Volume11
Issue number23
DOIs
StatePublished - Dec 1 2000

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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