Imido-osmium(VIII) compounds in organic synthesis: aminohydroxylation and diamination reactions

Chem Soc Rev. 2004 Mar 30;33(3):166-74. doi: 10.1039/b307102m. Epub 2004 Feb 24.

Abstract

Imido complexes of osmium tetroxide are versatile compounds for olefin functionalisation. This tutorial review offers a brief historical overview on these compounds and discusses the electronic properties and reactivities of isolated imido osmium compounds in what had been the original stoichiometric aminohydroxylation reaction. The recently emerging catalytic Sharpless aminohydroxylation is discussed with special emphasis on mechanistic details. The final section deals with diamination of olefins, which relies on the chemistry of bisimido and trisimido osmium complexes.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Alcohols / chemical synthesis
  • Amination
  • Cinchona Alkaloids / chemistry
  • Hydroxylation
  • Imides / chemistry*
  • Organometallic Compounds / chemistry*
  • Osmium / chemistry*

Substances

  • Alcohols
  • Cinchona Alkaloids
  • Imides
  • Organometallic Compounds
  • Osmium