Highly Selective C-Silylation of Fatty Acid Methyl Esters

New silylated saturated and unsaturated fatty acid methyl esters (FAMEs) possessing a hydrophobic frame and a hydrophilic core were prepared. C‐silylations of the ester group were achieved either by treating FAMEs with various alkyl‐ and chlorosilyl triflates or by subjecting various chlorosilanes t...

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Veröffentlicht in:European Journal of Organic Chemistry 2005-11, Vol.2005 (21), p.4699-4704
Hauptverfasser: El Kadib, Abdelkrim, Asgatay, Saadia, Delpech, Fabien, Castel, Annie, Rivière, Pierre
Format: Artikel
Sprache:eng
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Zusammenfassung:New silylated saturated and unsaturated fatty acid methyl esters (FAMEs) possessing a hydrophobic frame and a hydrophilic core were prepared. C‐silylations of the ester group were achieved either by treating FAMEs with various alkyl‐ and chlorosilyl triflates or by subjecting various chlorosilanes to reaction with the corresponding FAME lithium enolates. Both routes led to the exclusive formation of one isomer identified as the C‐silylated form on the basis of the analytical results. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500150