Activation of organozinc reagents with t-Bu-P4 base for transition metal-free catalytic SN2' reaction

Chem Commun (Camb). 2008 Aug 28:(32):3780-2. doi: 10.1039/b807169a. Epub 2008 Jun 20.

Abstract

The t-Bu-P4 base was found to be an excellent catalyst for activating organozinc reagents and was used to promote the S(N)2' reaction of alpha,beta-unsaturated esters bearing a gamma-chloride using various organozinc reagents: these reactions proceeded in high yields with excellent chemo-and regioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chlorides / chemistry
  • Esters / chemistry
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Organometallic Compounds / chemical synthesis*
  • Organophosphorus Compounds / chemistry*
  • Zinc Compounds / chemical synthesis*

Substances

  • Chlorides
  • Esters
  • Indicators and Reagents
  • Organometallic Compounds
  • Organophosphorus Compounds
  • Zinc Compounds
  • tert-butyl-P4 base