131944-73-5Relevant academic research and scientific papers
Efficient Synthesis of Substituted 2-Diethylphosphonylbuta-1,3-dienes
Hashim Al-Badri,About-Jaudet, Elie,Collignon, Noeel
, p. 1072 - 1078 (2007/10/02)
Numerous new substituted 2-diethylphosphonylbuta-1,3-dienes 5 bearing various aryl or alkyl substituents at the 1- and 4-positions were conveniently prepared from 2-diethylphosphonyl homoallylic alcohols 3, by stereospecific dehydration with dicyclohexylc
Phosphonic systems. Part XI. Reaction of diethyl propenylphosphonate carbanion with aromatic aldehydes. Mechanistic study
Muller, E. L.,Modro, T. A.
, p. 668 - 672 (2007/10/02)
Diethyl prop-2-enylphosphonate (allylic phosphonate) when treated with BuLi gives the lithiated derivative which adds to aromatic aldehydes via the α or γ carbon atom of the allylic system.The addition is fully reversible, and the α-adducts represent the kinetic, while the γ-adducts the termodynamic products.Diethyl prop-1-enylphosphonate (vinylic phosphonate) does not react with aldehydes under those conditions; conjugate addition of the organolithium reagent to the α,β-unsaturated olefinic bond occurs instead.Key Words: allylic phosphonates; vinylic phosphonates; reversible addition to aldehydes; lithiation.
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLIV. STRUCTURAL EFFECT OF ELECTROPHILES ON THE REGIOSELECTIVITY OF CARBANION DERIVED FROM DIALKYL ALLYLPHOPHONATES
Yao, Chengye Yuan Jiachang,Li, Shusen
, p. 21 - 27 (2007/10/02)
For the evaluation of the structural effect of electrophiles on the regioselectivity of ambident anions, the reaction of phosphoryl allylic carbanion with p-substituted benzaldehydes was investigated.
