51146-24-8Relevant academic research and scientific papers
ZnCl2-mediated stereo- and chemoselective synthesis of vinylphosphonates
Aoyama, Hiroshi,Daliri, Payam,Esfandiari, Hesam,Kaboudin, Babak,Kazemi, Foad,Moradi, Atieh,Yanai, Hikaru
supporting information, p. 2500 - 2507 (2022/03/31)
A highly chemo- and stereoselective synthesis of diethyl (E)-2-(alkylidene)-2-phosphonoacetonitriles via the Knoevenagel condensation reaction of carbonyl compounds with diethyl cyanomethylphosphonate in the presence of zinc chloride has been achieved. By the presented method, various E-isomers of arylmethylidene phosphonates rather than Horner-Wadsworth-Emmons olefination products were obtained in good to excellent yields. Their E configurations were determined by X-ray diffraction and NMR analyses. In addition, DFT calculations provided insights into the chemo- and stereoselectivity of the reaction.
A highly stereoselective knoevenagel reaction of N-tosylimines with active methylene compounds in DMSO
Chiba, Ryoichi,Oriyama, Takeshi
experimental part, p. 1218 - 1219 (2009/12/01)
In the presence of molecular sieves (MS) 4A in dimethyl sulfoxide (DMSO), a highly stereoselective Knoevenagel reaction of various N-tosylimines with active methylene compounds proceeded smoothly, producing the corresponding Knoevenagel products in high to excellent yields. Copyright
A convenient synthesis of (E)-α-cyano and (E)-α-ethoxycarbonyl vinylphosphonates
Shen, Yanchang,Jiang, Guo-Fang
, p. 140 - 141 (2007/10/03)
A new olefination catalysed by a base (KOBu(t)) and its application to the stereoselective synthesis of substituted (E)-α-cyano and (E)-α- ethoxycarbonyl vinylphosphonates is described.
