Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium

Yun Hee Choi, Jaesung Kwak, Nakcheol Jeong

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The reaction efficiency and enantioselectivity of an asymmetric Pauson-Khand-type reaction catalyzed by cationic rhodium are heavily dependent on the solvent. Coordinating solvents, such as THF, provide a faster reaction and better stereoselectivity than non-coordinating solvents, such as toluene. These beneficial effects can be attributed to a significant increase in the more reactive catalytic species of [Rh(bisphosphane ligand)*(solvent)n]+ (3) than of [Rh(bisphosphine ligand)*CO(solvent)]+(4) and [Rh(bisphosphine ligand)*(CO)2]+ (5) in a coordinating solvent.

Original languageEnglish
Pages (from-to)6068-6071
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number44
DOIs
Publication statusPublished - 2009 Nov 4

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Rhodium
Carbon Monoxide
Ligands
Stereoselectivity
Enantioselectivity
Toluene

Keywords

  • Chiral THF derivatives
  • Enantioselective
  • Pauson-Khand reaction
  • Rhodium

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium. / Choi, Yun Hee; Kwak, Jaesung; Jeong, Nakcheol.

In: Tetrahedron Letters, Vol. 50, No. 44, 04.11.2009, p. 6068-6071.

Research output: Contribution to journalArticle

Choi, Yun Hee ; Kwak, Jaesung ; Jeong, Nakcheol. / Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 44. pp. 6068-6071.
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