title: Practical and highly selective C-H functionalization of structurally diverse ethers.
abstract: A trityl ion mediated C-H functionalization of ethers with a wide range of nucleophiles at ambient temperature has been developed. The reaction displays high chemoselectivity and good functional group tolerance. The protocol also exhibits excellent regio- and diastereoselectivities for the unsymmetric ethers, thus stereoselectively generating highly functionalized disubstituted 2,5-trans tetrahydrofurans (THF), 2,6-trans tetrahydropyrans (THP), 2,6-trans dihydropyrans (DHP), and 1,3-trans isochromans, and highlighting the capacity of the protocol in complex molecule synthesis.
authors.affiliation: Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan 250012 (China).
authors.forename: Miao
authors.initials: M
authors.lastname: Wan
authors.forename: Zhilin
authors.initials: Z
authors.lastname: Meng
authors.forename: Hongxiang
authors.initials: H
authors.lastname: Lou
authors.forename: Lei
authors.initials: L
authors.lastname: Liu
mesh_terms: D002244:Carbon / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D004987:Ethers; D002244:Carbon; D006859:Hydrogen
keywords: CH functionalization; Lewis acid; boron; ethers; regioselectivity