CHIMIA (Mar 2006)

The Copper-Catalyzed Asymmetric Allylic Substitution

  • Alexandre Alexakis,
  • Christophe Malan,
  • Louise Lea,
  • Karine Tissot-Croset,
  • Damien Polet,
  • Caroline Falciola

DOI
https://doi.org/10.2533/000942906777674994
Journal volume & issue
Vol. 60, no. 3

Abstract

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This mini-review discusses the rapidly growing field of asymmetric copper-catalyzed chemistry. Although the allylic substitution has been less studied than the conjugate addition, recent breakthroughs have made this methodology a very valuable synthetic tool. Thus, a primary allylic halide or phosphate reacts with Grignard or diorganozinc reagents to afford the SN' product (or ?-product) in high regio- and enantioselectivities. Besides the results of the authors, we present also other, different approaches to this reaction, with emphasis on the organo-metallic and the type of chiral ligand used.

Keywords