双锌催化剂催化的吡咯与查尔酮类化合物的不对称傅-克烷基化反应（英文）  

Asymmetric Friedel-Crafts Alkylation of Pyrrole with Chalcones Catalyzed by a Dinuclear Zinc Catalyst

作　　者：华远照[1] 韩兴旺 黄利华[1] 王敏灿[1] 

机构地区：[1]郑州大学化学与分子工程学院,郑州450000

出　　处：《有机化学》2018年第1期237-245,共9页Chinese Journal of Organic Chemistry

基　　金：supported by the National Natural Science Foundation of China(No.21272216);the Education Department of Henan Province(Nos.17B150014,18B150028)~~

摘　　要：报道了分子内双锌催化剂催化的吡咯和查尔酮类化合物的不对称傅-克烷基化反应,分子内双锌催化剂由手性配体(S,S)-1和2 equiv.的二乙基锌原位反应生成.温和条件下,在15 mol%的催化剂作用下,反应以优秀的产率(高达99%)和优秀的对映选择性(对映体过量值高达99%)生成一系列β-吡咯二氢查尔酮化合物.并提出了一个可能的反应机理来解释反应的手性诱导过程.An intramolecular dinuclear zinc complex was used in asymmetric Friedel-Crafts alkylation of pyrrole with a wide range of chalcone derivatives. This dinuclear zinc complex was prepared in situ by reacting the chiral ligand（S,S）-1 with 2 equiv. of ZnEt2. A series of β-pyrrole-substituted dihydrochalcones were formed mostly in excellent yields（up to〉 99%） and excellent enantioselectivities（up to 99% ee） by using 15 mol% catalyst loading under mild conditions. A possible mechanism was proposed to explain the origin of the asymmetric induction.

关 键 词：对映选择性催化 傅–克烷基化 锌 氮杂半冠醚配体 

分 类 号：O621.251[理学—有机化学]