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碘/水介导的烯丙基醚脱保护氧化反应以制备α,β-不饱和酮和醛。

Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes.

作者信息

Xue Yuntian, Yan Yaolong, Jiang Kezhi, Chen Weifeng, Yang Lei

机构信息

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.

出版信息

RSC Adv. 2020 Apr 14;10(25):14720-14724. doi: 10.1039/d0ra02625e. eCollection 2020 Apr 8.

DOI:10.1039/d0ra02625e
PMID:35497130
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9052112/
Abstract

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.

摘要

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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fddb/9052112/b7db218a7d2a/d0ra02625e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fddb/9052112/a41cf6f5090c/d0ra02625e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fddb/9052112/b7db218a7d2a/d0ra02625e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fddb/9052112/a41cf6f5090c/d0ra02625e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fddb/9052112/b7db218a7d2a/d0ra02625e-s2.jpg

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