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Peterson Olefination

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr491

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Peterson Olefination. Comprehensive Organic Name Reactions and Reagents. 491:2176–2181.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The two-step synthesis of olefin involving the addition of an α-silyl carbanion to a carbonyl compound to form β-silyl alcohol and the elimination of silol is generally known as the Peterson olefination. This reaction has many advantages. This reaction has been modified by the use of an α-silyl selenoacetamide to generate E-olefins. Furthermore, an asymmetric version of this reaction has been developed by the use of an external chiral tridentate amino diether as a chiral ligand. This reaction has been generally applied in the preparation of olefins.

Keywords:

  • E-olefins;
  • α-silyl selenoacetamide;
  • Wittig reaction;
  • α-silyl carbanion