The Pauson-Khand Reaction

N. Jeong

Research output: Chapter in Book/Report/Conference proceedingChapter

13 Citations (Scopus)

Abstract

The transition metal-catalyzed [2+2+1] cycloaddition of alkynes, alkenes, and carbon monoxide leading to the cyclopentenone skeleton, commonly called the Pauson-Khand reaction when dicobalt octacarbonyl is used as the promoter, has become an indispensible synthetic tool in organic chemistry. This chapter will first describe the characteristic features and scope of the original Pauson-Khand reaction together with its limitations. Then, the following efforts to complement the original protocol will be discussed using promoters or catalysts based on either cobalt or other metals. It includes the efforts to improve the reaction conditions to expand the substrate scope and to develop catalytic- and catalytic-enantioselective versions. For the demonstration of its power in synthesis, applications of the reaction to the synthesis of natural and/or unnatural products over the decades are reviewed.

Original languageEnglish
Title of host publicationCombining C-C π-Bonds
PublisherElsevier Ltd
Pages1106-1178
Number of pages73
Volume5
ISBN (Print)9780080977430
DOIs
Publication statusPublished - 2014 Feb

Keywords

  • Cycloaddition
  • Cyclopentenons
  • Dicobalt octacarbonyl
  • Enantioselective reactions
  • Iridium catalysts
  • Palladium catalysts
  • Pauson-Khand reaction
  • Rhodium catalysts
  • Titanium catalysts

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Chemistry(all)

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