Kunishima M, Nakata D, Sakuma T, Kono K, Sato S, Tani S
Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University, Japan.
Chem Pharm Bull (Tokyo). 2001 Jan;49(1):97-100. doi: 10.1248/cpb.49.97.
Transformation of acetals into ethers by partial reduction using a samarium diiodide-Lewis acids-acetonitrile system is described. The reaction with aromatic acetals occurred in good yields in the presence of aluminum chloride (2 eq) whereas the corresponding aliphatic, vinylic, and alkynyl derivatives did not afford ethers under the same conditions. Beta-elimination to give an enol ether becomes predominant when aliphatic acetals that possess a hydrogen at the 2-position are treated with iodotrimethylsilane in the presence of SmI2 or SmI3.
描述了使用二碘化钐-路易斯酸-乙腈体系通过部分还原将缩醛转化为醚的过程。在氯化铝（2当量）存在下，与芳族缩醛的反应以良好的产率发生，而相应的脂肪族、乙烯基和炔基衍生物在相同条件下不能得到醚。当在SmI2或SmI3存在下用碘代三甲基硅烷处理在2-位具有氢的脂肪族缩醛时，β-消除生成烯醇醚变得占主导地位。
