Sun Jianwei, Dong Yanmei, Cao Liya, Wang Xinyan, Wang Shaozhong, Hu Yuefei
Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China.
J Org Chem. 2004 Dec 10;69(25):8932-4. doi: 10.1021/jo0486239.
An extremely convenient method for deprotection of acetals and ketals catalyzed by molecular iodine (10 mol %) in acetone is reported. The protocol achieved the deprotection of acyclic or cyclic O,O-acetals and O,O-ketals in excellent yields within a few minutes under neutral conditions. The double bond, hydroxyl group, and acetate group remained unchanged, and the highly acid-sensitive furyl, tert-butyl ethers, and ketone-oxime stayed intact under these conditions.
报道了一种在丙酮中由分子碘(10 mol%)催化的脱除缩醛和缩酮保护基的极其简便的方法。该方案在中性条件下几分钟内就能以优异的产率实现无环或环状O,O - 缩醛和O,O - 缩酮的脱保护。在此条件下,双键、羟基和乙酸酯基保持不变,对酸高度敏感的呋喃基、叔丁基醚和酮肟也保持完整。