Kinetic resolutions by enantioselective Pauson-Khand-type reaction

Dong Eun Kim, Jaesung Kwak, In Su Kim, Nakcheol Jeong

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

A kinetic resolution of 1-arylallyl propargyl ethers by enantioselective Pauson-Khand-type reaction catalysts was successfully carried out. While cationic rhodium(I) with a BINAP-based ligand having an electron-deficient phosphine is the choice for the slow reacting substrates, neutral iridium(I) with a BINAP-based ligand possessing an electron-rich phosphine provided excellent results for the more reactive substrates.

Original languageEnglish
Pages (from-to)97-102
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number1-2
DOIs
Publication statusPublished - 2009 Jan

Bibliographical note

Funding Information:
We thank Ian Boothroyd for assisting in selection offield sites and chironotnid identification and Mike Scarsbrook for manuscript review. We are also grateful to Melanie Norgate and Jason Gibson for assistance in the field, Suzanne Porter for flow rate data, Larry Withey for substrate data, and Ian Boothroyd for manuscript review. The paper has also benefited greatly from computer assistance and invertebrate identification by Graeme Franklyn, Jonathan Horrox, and Andrew Taylor, as well as comments from Ian Henderson for which wearegrate-ful. A grant from the Hawke's Bay Regional Council and postgraduate funding from the Institute of Natural Resources, Ecology, Massey University supported this research.

Keywords

  • Allyl propargyl ethers
  • Atropisomerism
  • Iridium
  • Kinetic resolution
  • Pauson-Khand reaction
  • Rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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