Olefin Metathesis as Key Step in the Synthesis of Bioactive Compounds: Challenges in the Total Synthesis of (-)-Kendomycin

Author(s): Dario Bicchielli , Yannick Borguet , Lionel Delaude , Albert Demonceau , Ileana Dragutan , Valerian Dragutan , Morgan Hans , Christo Jossifov , Francois Nicks , Quentin Willem .

Journal Name: Current Organic Synthesis

Volume 9 , Issue 3 , 2012

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Abstract:

In this short review article, we highlight the application of the olefin metathesis reaction as a key step in the total synthesis of (-)-kendomycin, a macrocyclic polyketide ansamycin exhibiting pronounced activity as an endothelin receptor antagonist and antiosteoporotic agent, as well as important antibiotic potency against multiresistant bacteria and remarkable cytotoxicity versus a series of human tumour cell lines. By selecting this example from the recent literature, we hope to illustrate the great synthetic ability of olefin metathesis, while also revealing some problems encountered in the syntheses.

Keywords: Homogeneous catalysis, kendomycin, macrocyclisation, olefin metathesis, polyketide, ruthenium catalysts

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Article Details

VOLUME: 9
ISSUE: 3
Year: 2012
Page: [397 - 405]
Pages: 9
DOI: 10.2174/157017912801270586
Price: $58

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