Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols

Title	Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols
Authors	Noelia Salaverri, Benedetta Carli, Sergio Díaz-Tendero, Leyre Marzo, José Alemán
Magazine	Organic Letters
Date	04/01/2022
DOI	10.1021/acs.orglett.2c00662
Introduction	This study presents the enantioselective addition of remote alkyl radicals, which are generated through a proton-coupled electron transfer (PCET) process from the ring opening of unstrained cycloalkanols. These radicals are added to 2-acyl imidazoles coordinated with a rhodium-based chiral Lewis acid, achieving high yields and enantioselectivities of up to 99% within one hour. Mechanistic investigations confirm the formation of the remote alkyl radical via a PCET process, while theoretical studies elucidate the stereochemistry observed in the addition step.
Quote	Noelia Salaverri, Benedetta Carli and Sergio Díaz-Tendero et al. Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols. Org. Lett. 2022. Vol. 24(17):3123-3127. DOI: 10.1021/acs.orglett.2c00662
Element	Rhodium (Rh)
Materials	Chemical Compounds
Industry	Chemical & Pharmacy

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