Pauson-Khand reaction of internal dissymmetric trifluoromethyl alkynes. Influence of the alkene on the regioselectivity

  • Aiguabella N
  • Arce E
  • Del Pozo C
 et al. 
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Abstract

The scope of the Pauson-Khand reaction (PKR) of internal trifluoromethyl alkynes, previously described with norbornadiene, is expanded to norbornene and ethylene. A thorough structural analysis of the resulting PK adducts has been carried out to unveil that α-trifluoromethylcyclopentenones are preferred in all cases, independently of the electronic properties of the alkyne. The regioselectivity observed with norbornadiene and ethylene is higher than in the case of norbornene.

Author-supplied keywords

  • Cycloadditions
  • Cyclopentenones
  • Pauson-Khand reaction
  • Regioselectivity
  • Trifluoromethylalkynes

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