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Selenium Dioxide Oxidation

  1. Norman Rabjohn

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or024.04

Organic Reactions

Organic Reactions

How to Cite

Rabjohn, N. 2011. Selenium Dioxide Oxidation. Organic Reactions. 24:4:261–416.

Author Information

  1. University of Missouri, Columbia

Publication History

  1. Published Online: 15 MAR 2011

Abstract

Selenium dioxide has developed considerable stature since it was first reviewed in this series. Search for examples of oxidation by selenium dioxide or selenious acid is difficult because the terms are seldom indexed. Frequently it is difficult to decide whether selenium dioxide or selenious acid was the oxidizing agent employed in a reaction because it is impossible to determine if water was present. The determination is complex because the free acid or anhydride may react reversibly or irreversibly with various solvents such as alcohols or acids. To give selenium-containing compounds of unknown structure which might be the real oxidizing gents. In this chapter, the practical aspects of oxidation with selenium dioxide are summarized. Mechanisms are treated in detail.

Keywords:

  • selenium dioxide;
  • oxidation;
  • organoselenium compounds;
  • allylic oxidations;
  • aliphatic carbonyl compounds;
  • experimental considerations