Xue Yuntian, Yan Yaolong, Jiang Kezhi, Chen Weifeng, Yang Lei
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University Hangzhou 311121 China
Engineering Research Center of High Performance Polymer and Molding Technology, Ministry of Education, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology Qingdao 266042 China.
RSC Adv. 2020 Apr 14;10(25):14720-14724. doi: 10.1039/d0ra02625e. eCollection 2020 Apr 8.
The first iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes was achieved. The reaction tolerates a wide range of functionalities. Furthermore, this protocol was found to be applicable to the oxidative transformation of allylic acetates. The proposed mechanism involves an oxygen transfer from solvent water to the carbonyl products.
实现了首例碘/水介导的烯丙基醚去保护氧化反应,以制备α,β-不饱和酮和醛。该反应能耐受多种官能团。此外,该方法被发现适用于烯丙基乙酸酯的氧化转化。提出的反应机理涉及溶剂水向羰基产物的氧转移。