文章摘要
刘芮含,李红亮.手性金属磷酸盐催化2-萘酚与亚胺不对称反应[J].精细化工,2020,37(8):
手性金属磷酸盐催化2-萘酚与亚胺不对称反应
Chiral metal phosphate catalyzes asymmetric reaction of naphthol and imine
投稿时间:2020-03-16  修订日期:2020-04-30
DOI:
中文关键词: 手性磷酸催化剂  Friedel-Crafts反应  不对称反应  催化方法
英文关键词: chiral phosphoric acid catalyst  Friedel-Crafts reaction  asymmetric reaction  catalytic method
基金项目:中国博士后科学基金
作者单位E-mail
刘芮含 天津大学 lrhlrh99@tju.edu.cn 
李红亮 天津大学 1007636152@qq.com 
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中文摘要:
      以2,6-二异丙基-4-金刚烷基苯取代的BINOL骨架磷酸镁盐作为催化剂,催化2-萘酚与N-(叔丁氧羰基)-苯甲醛亚胺(Ⅲa)的不对称反应。在常温、反应时间15 h、甲苯作溶剂、催化剂用量5%(以底物的物质的量为基准,下同)的条件下,反应生成的叔丁基(2-羟基萘-1-基)(苯基)氨基甲酸甲酯(Ⅳa)达到97%的产率和90%的对映选择性。用1HNMR和HPLC对产物进行了表征。对反应条件进行了优化,确定了催化剂、反应时间、溶剂、反应温度等关键参数。此催化方法能使用少量的催化剂进行高效催化,且反应条件温和,经济高效,绿色环保。
英文摘要:
      Using 2,6-(Isopropyl)2-4-Adamantyl-C6H2 substituted BINOL skeleton magnesium phosphate as catalyst, to catalyze the asymmetric reaction of 2-naphthol and tert-Butyl benzylidenecarbamate(Ⅲa). Under the conditions of room temperature, reaction time of 15 h, toluene as solvent, and the amount of catalyst is 5% (based on the amount of substrate material, the same below), the tert-butyl (2-hydroxynaphth-1-yl)(phenyl)methylcarbamate(Ⅳa) produced by the reaction reached 97% yield and 90% enantioselectivity. Characterization using 1HNMR and HPLC. This study optimized the reaction conditions and determined the key parameters such as catalyst, reaction time, solvent, and reaction temperature. A small amount of catalyst can efficiently catalyze the reaction. The reaction condition is mild. And the method is cost-effective and environmentally friendly.
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