Gold(I)-Catalyzed Synthesis of Unsymmetrical Ethers Using Alcohols as Alkylating Reagents
Gold(I)-Catalyzed Synthesis of Unsymmetrical Ethers Using Alcohols as Alkylating Reagents
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DOI：
10.1002/adsc.201401097
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发表时间：
2015-03
影响因子：
5.4
通讯作者：
Yongxian Liu;Xiaoyu Wang;Yan-shi Wang;Chuan Du;Huizhong Shi;Shengfei Jin;Chongguo Jiang;Xiao Jianyong;M. Cheng
中科院分区：
文献类型：
--
作者：
Yongxian Liu;Xiaoyu Wang;Yan-shi Wang;Chuan Du;Huizhong Shi;Shengfei Jin;Chongguo Jiang;Xiao Jianyong;M. Cheng
以苯甲醇、叔丁醇和三苯基甲醇为烷基化试剂，研究了一种基于金催化的微波辐射保醇策略。这种保护策略对大多数选定的醇具有广泛的官能团耐受性和令人满意的产率。通过气相色谱-质谱技术和化学动力学实验，用氧- 18同位素标记醇探究了这种转化的机理。该策略为有机合成中苯醚、叔丁基醚和三烷基醚的制备提供了一种高效、直接和可选的方法。
A microwave‐irradiated alcohol‐protecting strategy based on gold catalysis utilizing benzyl alcohol,tert‐butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen‐18 isotope labelled alcohols assisted by GC‐MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl,tert‐butyl and trityl ethers in organic synthesis.