79054-46-9Relevant academic research and scientific papers
Efficient synthesis of α-enaminophosphonates in the series of piperidine and morpholine: Examples of synthetic applications
Dufrechou,Combret,Malhiac,Collignon
, p. 1 - 14 (1997)
Various α-piperidino or α-morpholino alkenylphosphonates are conveniently prepared from the related α-hetero-substituted methylphosphonates, through a Peterson olefination process, which can be easily adapted for a direct homologation of aldehydes into carboxylic acids. An efficient synthesis of α-piperidino or α-morpholino alkylphosphonates and phosphonic acids is proposed.
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.
