Scientific article
English

Catalytic asymmetric conjugate addition on macrocyclic and acyclic enones. Synthesis of R-(-)-Muscone

Published inSynlett, no. 11, p. 1811-1813
Publication date1999
Abstract

The asymmetric conjugate addition of diethyl zinc to acyclic enones is described. With 1% Cu(OTf)2 and 2% of a chiral phosphite ligand, the catalyst allowed ee's up to 92'% to be obtained. The addition of dimethyl zinc to a macrocyclic 15-membered ring enone lead to optically active R-(-)-muscone, in 53% yield and 79% enantiomeric excess.

Keywords
  • Conjugate addition
  • Catalysis
  • Copper
  • Asymmetry
  • Dialkyl zinc
  • Muscone
Citation (ISO format)
ALEXAKIS, Alexandre et al. Catalytic asymmetric conjugate addition on macrocyclic and acyclic enones. Synthesis of R-(-)-Muscone. In: Synlett, 1999, n° 11, p. 1811–1813. doi: 10.1055/s-1999-2931
Main files (1)
Article (Published version)
accessLevelRestricted
Identifiers
Journal ISSN0936-5214
742views
6downloads

Technical informations

Creation21/06/2010 14:44:20
First validation21/06/2010 14:44:20
Update time14/03/2023 15:48:21
Status update14/03/2023 15:48:21
Last indexation29/10/2024 15:33:59
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack