(2R,3R)-1,1,4,4-四苯基丁四醇的区域选择性2,3-二甲基化反应:一种制备(2R,3R)-2,3-二甲氧基-1,1,4,4-四苯基-2,3-二醇的实用方法
Regioselective 2,3-Methylation of (2R,3R)-1,1,4,4- Tetraphenylbutanetetraol: A Practical Approach to (2R,3R)-2,3-Dimethoxy-1,1,4,4-Tetraphenyl-1,4-Diol
投稿时间:2018-07-25  修订日期:2018-09-16
DOI:
中文关键词: 选择性甲基化  (2R,3R)-1,1,4,4-四苯基丁四醇  (2R,3R)-2,3-二甲氧基-1,1,4,4-四苯基-2,3-二醇  环醚化
英文关键词: selective methylation  (2R,3R)-1,1,4,4-tetraphenylbutaneol  (2R,3R)-
基金项目:湖北省自科基金(2012FFB07410),国家自科基金(21302233),中央专项(CZY18010)
作者单位E-mail
尹忠友 中南民族大学 1319484261@qq.com 
唐艳柳 中南民族大学  
吴腊梅 中南民族大学  
胡晓允 中南民族大学 747792241@qq.com 
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中文摘要:
      基于(2R,3R)-1,1,4,4-四苯基丁四醇的高度区域选择性2,3-甲基化反应,建立了一种制备(2R,3R)-2,3-二甲氧基-1,1,4,4-四苯基-2,3-二醇的实用方法。相对于已有的合成方案,该合成方法避免了酸性介质的后处理程序,从而阻止了多取代THF衍生物的生成,从而大大提高了目标化合物的产率。该研究结果不仅提供了一种制备(2R,3R)-2,3-二甲氧基-1,1,4,4-四苯基-2,3-二醇的实用合成方法,也为(2R,3R)-1,1,4,4-四取代丁四醇的区域选择性衍生化提供了重要信息。
英文摘要:
      A practical approach to (2R,3R)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane- 1,4-diol, a C2 chiral diol, was developed based on highly regioselective 2,3-methylation of (2R,3R)-1,1,4,4-tetraphenylbutaneol with MeI/NaH. Compared with the reported preparation method, this procedure avoids treatment with acidic medium, which would lead to the generation of poly-substituted THF derivative and low yield of the title compound. This result not only provides us a practical approach to (2R,3R)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane-1,4-diol, but also gives us an important information for the regioselective derivatization of (2R,3R)-1,1,4,4-tetra-substituted butanetetraols.
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