Efficient synthesis of (-)-(R)-muscone by enantioselective protonation

Charles Fehr*, José Galindo, Iris Farris, Ana Cuenca

*Corresponding author for this work

Research output: Indexed journal article Articlepeer-review

30 Citations (Scopus)

Abstract

A new synthesis of (-)-(R)-muscone ((R)-1) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see 6 → (S)-4 in Scheme 2) is presented. The C15 macrocyclic system is obtained by ozonolysis (Scheme 7).

Original languageEnglish
Pages (from-to)1737-1747
Number of pages11
JournalHelvetica Chimica Acta
Volume87
Issue number7
DOIs
Publication statusPublished - 2004
Externally publishedYes

Keywords

  • Conjugate addition
  • Asymmetric protonation
  • Olefin synthesis
  • Acyclic enones
  • Hydrogenation
  • (r)-muscone
  • Fragmentaation
  • Derivatives
  • (s)-muscone
  • Ligand

Fingerprint

Dive into the research topics of 'Efficient synthesis of (-)-(R)-muscone by enantioselective protonation'. Together they form a unique fingerprint.

Cite this