59744-10-4Relevant academic research and scientific papers
Sustainable and efficient methodology for CLA synthesis and identification
Moreno, Maria,Gomez, M. Victoria,Cebrian, Cristina,Prieto, Pilar,De La Hoz, Antonio,Moreno, Andres
, p. 2584 - 2594 (2013/02/23)
Microwave-assisted organic synthesis and continuous-flow techniques have been successfully employed for the preparation of conjugated linoleic acids (CLA), compounds with high health beneficial effects. A good production rate of CLA was obtained. A sustainable methodology for the differentiation of both positional and geometrical CLA isomers (diene), based on the analysis by NMR spectroscopy of the resulting Diels-Alder cycloadducts with an appropriate dienophile, was developed.
Intramolecular Cyclization of (ω-Carboxyalkyl)sulfonium Salts. A Novel Synthesis of Macrocyclic Lactones
Matsuyama, Haruo,Nakamura, Takako,Kamigata, Nobumasa
, p. 5218 - 5223 (2007/10/02)
A useful method for the synthesis of macrocyclic lactones using (ω-carboxyalkyl)sulfonium salts was developed.Base-catalyzed intramolecular cyclization of (ω-carboxyalkyl)diphenylsulfonium salts 2 gave simple macrocyclic lactones in high yields at high dilution conditions. (ω-Carboxyalkyl)alkylphenylsulfonium salts 8 afforded simple macrocyclic lactone 6a and alkyl carboxylates 9.The reactions of (ω-carboxyalkyl)dialkylsulfonium salts 10 gave only esters without lactonization product 6a.The cyclization of S-(ω-carboxyalkyl)thiolanium salts 3 and S-(ω-carboxyalkyl)-2-methylthiolanium salts 4 took place readily under similar conditions to afford sulfur-containing macrocyclic lactones 13 and 15, respectively, in good yields.To investigate the reaction mechanism, sulfonium salt 25, having an optically active carbon atom, was prepared.The intramolecular cyclization of 25 took place with an inversion of configuration at chiral carbon atom to give ricinelaidic acid lactone (26; optical purity 66percent).
LACTONISIERUNG VON MAKROLID-SECOSAEUREN MIT "PUSH-PULL ACETYLENEN"
Gais, H.-J.
, p. 273 - 276 (2007/10/02)
A highly efficient method for the macrolactonization of seco-acids is described.Seco-acids are converted into stable enolesters 3 by the acetylene 1, which are cyclized under proton or Lewis acid catalysis.This new method has been successfully applied to the lactonization of the 7-epi-brefeldin A seco-acids 8a, b.
