Nafion-H mediated selective deprotection of terminal isopropylidene acetals and trityl ethers. Application in the synthesis of a substituted piperidone
作者:Girish K. Rawal、Shikha Rani、Amit Kumar、Yashwant D. Vankar
DOI:10.1016/j.tetlet.2006.10.067
日期:2006.12
A facile chemoselective hydrolysis of terminal isopropylidene acetals has been achieved in good to excellent yields within 2–4 h using Nafion-H in methanol at ambient temperature. This procedure has been employed to synthesize a substituted piperidone derivative. Similarly, trityl ethers are also deprotected to the corresponding alcohols in excellent yields using Nafion-H at room temperature.
在环境温度下,使用Nafion-H在甲醇中的2-4小时内,可以轻松实现末端异亚丙基缩醛的化学选择性水解,并且收率很好。该方法已用于合成取代的哌啶酮衍生物。类似地,在室温下,使用Nafion-H,三苯甲基醚也以优异的产率脱保护为相应的醇。