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Copper-Mediated Asymmetric Allylic Alkylations

Organocopper Compounds (2009)

  1. Claude Spino

Published Online: 17 JAN 2011

DOI: 10.1002/9780470682531.pat0446

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Spino, C. 2011. Copper-Mediated Asymmetric Allylic Alkylations. Patai's Chemistry of Functional Groups. .

Author Information

  1. Université de Sherbrooke, Département de Chimie, Sherbrooke, QC, Canada

Publication History

  1. Published Online: 17 JAN 2011

Abstract

  • 1
    Introduction
  • 2
    Diastereospecific Methods
  • 3
    Diastereoselective Methods
  • 4
    Enantioselective Methods
  • 5
    Conclusions and Outlook

Keywords:

  • copper-mediated asymmetric allylic alkylations;
  • copper-catalyzed or copper-promoted allylic substitution, called allylic alkylation;
  • two substitution pathways available to organocopper reagent - SN2_pathway, or γ -allylic alkylation;
  • diastereospecific methods;
  • substrate features and stereospecificity;
  • cuprate reagents reacting stereospecifically anti to the leaving group;
  • stereospecificity of allylations with enyne acetates;
  • diastereoselective methods - general considerations