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Synthesis 1996; 1996(8): 1007-1011
DOI: 10.1055/s-1996-4441
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(ω-1)-Fluoroalk-(ω-1)-enoic Acids: Potential Fungicides

Dominique Michel, Manfred Schlosser*
  • *Institut de Chimie organique de l’Université, Bâtiment de Chimie (BCh), CH-1015 Lausanne-Dorigny, Switzerland, Fax +41(21)6923955
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Publication History

Publication Date:
31 December 2000 (online)

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(ω-1)-Fluoroalk-(ω-1)-enoic acids of chain lengths varying between C5 and C15 have been prepared by consecutive bromofluorination and dehydrobromination of either alk-(ω-1)-enoic acids or alk-(ω-1)-enyl acetates, in the latter case followed by oxidation. The halogen was found to increase the antimycotic properties of the unsaturated fatty acids, 10-fluoroundec-10-enoic acid exhibiting a particularly strong fungicidal activity.

(ω-1)-fluoroalk-(ω-1)-enoic acids - bromofluorination - hydrogen bromide elimination - lactones - fungicides

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