98732-85-5Relevant academic research and scientific papers
Efficient and stereoselective one-pot syntheses of diethyl (Z)- or (E)- 1-alkylidene-3-oxobutylphosphonates
Mohamed-Hachi, Abdourahman,About-Jaudet, Elie,Combret, Jean-Claude,Collignon, Noel
, p. 653 - 656 (2007/10/03)
Two one-pot procedures starting from diethyl 3,3- diethoxybutylphosphonate and aldehydes are proposed for the stereoselective synthesis of the title compounds. In the first one, the use of a Peterson reagent generated in situ, leads to a high (Z)-stereoselective olefination process. In the second, a base-induced 1,2-elimination reaction of a phosphate derivative controls the (E)-stereoselective formation of the double bond.
A Convenient Route to α-Substituted Dialkyl (E)-3-Oxo-1-alkenylphosphonates
Oehler, Elizabeth,El-Badawi, Mahmoud,Zbiral, Erich
, p. 77 - 86 (2007/10/02)
α-Substituted dialkyl (E)-β-acylvinylphosphonates 2CO-CH=C(R1)-P(O)(OR')2, 3>, are easily obtained in good yields by Wittig-reaction of dialkyl acylphosphonates 1 1CO-P(O)(OR')2, R1= alkyl or aryl> with 2-oxoalkylidene triphenylphosphoranes 2 2CO-CH=PPh3, R2= alkyl, O-alkyl and CH2X (X=Br, OMe, CO2Et)>. - Keywords: Wittig reaction of dialkyl acylphosphonates, with 2-oxo alkylidene triphenylphosphoranes; E-β-acylvinylphosphonates
