New substrates for the Pauson-Khand reaction. Application to the synthesis of biologically active products

Authors

  • Nuria Aiguabella Font Institut de Recerca Biomèdica de Barcelona.
  • Antoni Riera Escalé Institut de Recerca Biomèdica de Barcelona.

Keywords:

Pauson-Khand, prostaglandin, phytoprostane, asymmetric synthesis.

Abstract

Cyclopentanic compounds are a very important structural element in a wide range of natural products, drugs and fine chemicals. The Pauson-Khand reaction (PKR) has shown itself to be a very efficient method of accessing this kind of compounds. Our synthetic approach to biologically-active products containing a cyclopentenone ring in their structure stems from the exploration of new PKR substrates: propargylic alkynes with potential leaving groups. The methodology developed by our research group has provided the access to 13-epi-12-oxo PDA methyl ester, the thermodynamically more stable epimer of 12-oxo PDA, a bioprecursor of jasmonic acid in plants.

Keywords: Pauson-Khand, prostaglandin, phytoprostane, asymmetric synthesis.

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Author Biographies

Nuria Aiguabella Font, Institut de Recerca Biomèdica de Barcelona.

 


Institut de Recerca Biomèdica de Barcelona. Unitat de Recerca en Síntesi Asimètrica
Universitat de Barcelona. Departament de Química Orgànica  

 

Antoni Riera Escalé, Institut de Recerca Biomèdica de Barcelona.

Institut de Recerca Biomèdica de Barcelona. Unitat de Recerca en Síntesi Asimètrica
Universitat de Barcelona. Departament de Química Orgànica 

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Issue

No. 11 (2012)

Section

Articles

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