@article{83b84ff54898437c8ef4d9aaf62ca070,
title = "Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer",
abstract = "We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br{\o}nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O−H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.",
keywords = "alcohols, ethers, hydroetherification, photocatalysis, radicals",
author = "Elaine Tsui and Metrano, {Anthony J.} and Yuto Tsuchiya and Knowles, {Robert R.}",
note = "Funding Information: Financial support was provided by the NIH (R35 GM134893). A.J.M. is grateful to the National Institute of General Medical Sciences of the NIH for a postdoctoral fellowship (F32 GM128245). Y.T. thanks the Institute of Transformative Bio‐Molecules (WPI‐ITbM), Nagoya University for support. The authors would like to thank Alec Mendelsohn for the synthesis of materials and helpful discussions. We also acknowledge Nick Chiappini and Hunter Ripberger for the preparation of materials. Funding Information: Financial support was provided by the NIH (R35 GM134893). A.J.M. is grateful to the National Institute of General Medical Sciences of the NIH for a postdoctoral fellowship (F32 GM128245). Y.T. thanks the Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University for support. The authors would like to thank Alec Mendelsohn for the synthesis of materials and helpful discussions. We also acknowledge Nick Chiappini and Hunter Ripberger for the preparation of materials. Publisher Copyright: {\textcopyright} 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2020",
month = jul,
day = "13",
doi = "10.1002/anie.202003959",
language = "English (US)",
volume = "59",
pages = "11845--11849",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "29",
}