Synthesis of chiral benzene-based tetraoxazolines and their application in asymmetric Friedel–Crafts alkylation of indole derivatives with nitroalkenes
作者:Wei-Jie Li
DOI:10.1016/j.catcom.2014.04.013
日期:2014.7
A series of new chiral benzene-based tetraoxazoline ligands were prepared in good yields through the reaction of 1,2,4,5-benzenetetracarboxylic acid and chiral β-amino alcohols by continuous removal of water, and the asymmetric Friedel–Crafts alkylation of indole derivatives with nitroalkenes was tested using the chiral catalysts, which were generated in situ by refluxing the above ligands and anhydrous
通过1,2,4,5-苯四甲酸与手性β-氨基醇的反应,通过连续去除水,以及吲哚的不对称Friedel-Crafts烷基化反应,以高收率制备了一系列新的手性苯基四恶唑啉配体使用手性催化剂测试了具有硝基烯烃的衍生物,这些催化剂是通过将上述配体和无水氯化锌在溶剂中回流而原位生成的。在大多数情况下,获得了良好的收率(高达99%)和出色的对映选择性(高达98%ee)。