王黎明,昌盛,金瑛.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[J].分子催化,2013,(6):502-506
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 2-Naphthol with Tosylimines
投稿时间:2013-10-26  修订日期:2013-11-28
DOI:
中文关键词:  金鸡纳生物碱衍生物  不对称催化  aza-Friede-Crafts反应  β-萘酚  Betti碱
英文关键词:Cinchona alkaloid derivative  asymmetric catalysis  aza-Friede-Crafts reaction  β-naphthol  Betti base
基金项目:
作者单位E-mail
王黎明 吉林医药学院 1364603451@qq.com 
昌盛 吉林医药学院 jlmcchangs@163.com 
金瑛* 吉林医药学院 jinying1021@sina.com 
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中文摘要:
      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 mmol%催化剂1c,甲苯为溶剂,0oC反应。得到了70-86%的化学产率和最高达80%ee的对映选择性.
英文摘要:
      Cinchona alkaloid derivatives as organocatalysts were applied in asymmetric aza-Friedel-Crafts reaction of 2-naphthol with tosylimines 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 mol% loading of catalyst 1c at 0 °C. The products were obtained in 70-86%yield, with up to 80%ee.
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