Mechanistic insight into copper-catalysed allylic substitutions with bis(triorganosilyl) zincs. Enantiospecific preparation of alpha-chiral silanes

Chem Commun (Camb). 2006 Sep 14:(34):3643-5. doi: 10.1039/b606589a. Epub 2006 Jul 28.

Abstract

Isotopic desymmetrisation, as well as (stereo)chemical correlation, has illuminated significant aspects of the sigma-pi-sigma mechanism of copper-catalysed allylic substitution reactions: an enantiospecific and regioselective access to alpha-chiral silanes is presented.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Copper / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Silanes / chemical synthesis*
  • Silanes / chemistry
  • Stereoisomerism
  • Zinc / chemistry*

Substances

  • Organometallic Compounds
  • Silanes
  • Copper
  • Zinc