79138-03-7Relevant academic research and scientific papers
Addition of Aldehydes to Activated Double Bonds, XXXV. α-Keto Acids as an Equivalent for Aldehydes in the Thiazolium Salt-Catalyzed Addition
Stetter, Hermann,Lorenz, Guenther
, p. 1115 - 1125 (2007/10/02)
α-Keto acids can be used instead of aldehydes in the thiazolium salt-catalyzed addition to vinyl ketones.The yields of γ-diketones 1-7 resulting from the aliphatic α-keto acids are equivalent with those obtained from the aldehydes.The diketo acids 9-19 are prepared from the easily accessible 2-oxodiacids.Phenylpyruvic acids are easier to prepare than the phenylacetaldehydes and give better yields compared with the corresponding aldehydes in the addition to vinyl ketones leading to the γ-diketones 20-29.These diketones are converted to cyclopentenones.The dihydrofurylglyoxylic ester 40 leads to the diketone 43, which is converted to the diketone 44.There is no aldehyde known equivalent to that keto acid.
α-Aminosaeuren als nucleophile Acylaequivalente, V. Sterisch gelenkte Michael-Addition von Oxazolin-5-on-Anionen an aktivierte Doppelbindungen; Synthese von 1,4-Dicarbonylverbindungen und γ-Oxonitrilen
Wegmann, Helmut,Steglich, Wolfgang
, p. 2580 - 2594 (2007/10/02)
Oxazolin-5-ones with bulky substituents like mesityl or 1-butylcyclohexyl at C-2 undergo triethylamine catalyzed addition to activated olefins exclusively at C-4.Hydrolysis of the derived 4,4-disubstituted 2-mesityl-2-oxazolin-5-ones 9 leads to N-mesitoyl
