化学
立体选择性
Knoevenagel冷凝
锌
冷凝
有机化学
药物化学
催化作用
热力学
物理
作者
Babak Kaboudin,Atieh Moradi,Hesam Esfandiari,Payam Daliri,Foad Kazemi,Hikaru Yanai,Hiroshi Aoyama
摘要
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.
科研通智能强力驱动
Strongly Powered by AbleSci AI