96406-21-2Relevant articles and documents
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.
