金鸡纳生物碱衍生物催化β-萘酚和N-Ts芳香酰亚胺的不对称aza-Friedel-Crafts反应  

Cinchona Alkaloid Derivatives Catalyzed Asymmetric aza-Friedel-Crafts Reaction of β-Naphthol with Tosylimines

作　　者：王黎明[1] 昌盛[1] 金瑛[1] 

机构地区：[1]吉林医药学院药物化学教研室,吉林吉林132013

出　　处：《分子催化》2013年第6期502-506,共5页Journal of Molecular Catalysis(China)

基　　金：国家自然科学基金(21102055)资助项目;吉林省自然科学基金(No.201015237)资助项目

摘　　要：将金鸡纳生物碱衍生物用于催化β-萘酚和芳香酰亚胺的不对称aza—Friedel—Crafts反应制备Betti碱衍生物．考察溶剂、温度及催化剂用量对反应催化性能的影响．结果表明，最佳催化条件为10％催化剂1c，甲苯为溶剂，0℃反应．得到了70％～86％的化学产率和最高达80％ee的对映选择性．Cinchona alkaloid derivatives as organocatalysts were applied in asymmetric aza-Friedel-Crafis reaction of β-naphthol with aryl aldimines, to synthesize Betti base derivatives. The effect of solvent, temperature and catalyst loading ammount were investigated. The optimized conditions were confirmed to include toluene as the solvent with a 10% loading of catalyst lc at 0 ℃. The products were obtained in 70% - 86% yield with up to 80% ee.

关 键 词：金鸡纳生物碱衍生物 不对称催化 aza—Friede—Crafts反应 Β-萘酚 Betti碱 

分 类 号：O621.3[理学—有机化学] O643.3[理学—化学]