79054-43-6Relevant articles and documents
Development of a one-pot method for the homologation of aldehydes to carboxylic acids
McNulty, James,Das, Priyabrata
experimental part, p. 7794 - 7800 (2009/12/26)
A highly efficient method is described for the one-carbon homologation of aldehydes to carboxylic acid derivatives employing the reaction of a 1,1-bis-dimethylphosphonate derivative with the aldehyde and controlled acid hydrolysis of the derived α-phosphonoenamine intermediate.
α-SUBSTITUIERTE PHOSPHONATE-36 α-PHOSPHONOENAMINE UND ACYLPHOSPHONATE DURCH HORNER-OLEFINIERUNG
Costisella, B.,Keitel, I.,Gross, H.
, p. 1227 - 1232 (2007/10/02)
Phosphonoenamines are formed by Horner-Olefination of N-substituted aminomethane-bis-phosphonic acid esters.These exist, depending on N-substitution, carbonyl compound, and condition of the reaction as pure E- or Z-isomeres resp. as E,Z-mixture.The stereochemistry unambiguously could be derived from the 1H- resp. 13C-NMR-spectra.Mild hydrolysis of the phosphonoenamines yields acylphosphonates; 31P-NMR-data shows, that these exist as a mixture of keto-enol-form.The enol-form of this products could be isolated in crystalline form.Phenylacetylphosphonate, unambiguously synthesized from phenylacetylchloride and triethylphosphite also exist as a mixture of the keto-enol-form.