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Olefin metathesis as an emerging tool in the synthesis of natural and bioactive compounds

Karol L. Grela 

Instytut of Organic Chemistry PAS, Kasprzaka 44/52, Warsaw 01-224, Poland
University of Warsaw, Faculty of Chemistry, Pasteura1, Warsaw 02-093, Poland

Abstract
Olefin metathesis reactions represent an attractive and powerful transformation for the formation of new carbonĀ­-carbon double bonds. This area is now quite familiar to most R&D chemists as numerous catalysts are available that enable a plethora of olefin metathesis reactions. Now, after development of new more efficient olefin metathesis catalysts, the number of pharmaceutical companies considering the use of this methodology in in drug production is increasing [1,2].


Our research group is focusing on developing of new olefin metathesis catalysts [3]. Some of our catalysts have found successful applications in the synthesis of a number natural and biologically active products [3]. In particular, the application of metathesis in the synthesis of BILN 2061, the first reported hepatitis C virus (HCV) NS3 protease inhibitor to have shown an antiviral effect in infected humans, will be presented [4].


References


  1. Clavier, H.; Grela, K.; Kirschning, A.; Mauduit, M.; Nolan, S. P., "Sustainable Concepts in Olefin Metathesis" Angew. Chem. Int. Ed. 2007, 46, 6786.
  2. Thayer, A., "Making metathesis work. Commercially available metathesis catalysts may help a powerful synthesis tool move into drug manufacturing" Chemical & Engineering News 2007, 85 (07), 37.
  3. Michrowska, A.; Grela, K., "In a Quest for the Ideal Olefin Metathesis Catalyst" Pure Appl. Chem. 2008, 80, 31.
  4. Farina, V.; Shu, C.; Zeng, X.; Wei, X.; Han, Z.; Yee, N. K.; Senanayake, C. H., Org. Proc. Res. Devel. 2009, 13, 250.


 

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Presentation: Invited oral at VII Multidyscyplinarna Konferencja Nauki o Leku, by Karol L. Grela
See On-line Journal of VII Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2010-04-01 21:01
Revised:   2010-04-01 22:17