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Recent Developments in Rhodium-Catalyzed Cyclocarbonylation Reactions

  • Andrew J. Burnie
  • P. Andrew EvansEmail author
Chapter
Part of the Topics in Organometallic Chemistry book series (TOPORGAN, volume 61)

Abstract

Rhodium-catalyzed cyclocarbonylation reactions, which include the Pauson–Khand-type or [2+2+1] reactions, represent a powerful strategy for the synthesis of cyclic ketones through the combination of relatively simple unsaturated groups; namely, alkenes, alkynes, allenes, dienes, heterocumulenes, nitriles, and strained rings with carbon monoxide derived from either CO gas or through the decarbonylation of aldehydes. This chapter examines a variety of methods for the synthesis of carbo- and heterocyclic rings of different sizes, including diastereoselective and enantioselective approaches, and will also present the application of these reactions in the total synthesis of important natural products, as exemplified by (+)-asteriscanolide and (−)-ingenol.

Keywords

Asymmetric catalysis Carbocyclizations Carbon monoxide Natural products Pauson–Khand-type reaction Rhodium catalysis Tandem/sequential reactions 

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Copyright information

© Springer International Publishing Switzerland 2017

Authors and Affiliations

  1. 1.Department of ChemistryQueen’s UniversityKingstonCanada

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