Lewis Acid Activation of Fragment-Coupling Reactions of Tertiary Carbon Radicals Promoted by Visible-Light Irradiation of EDA Complexes
Spencer P. Pitre, Tyler K. Allred and Larry E. Overman*
*Department of Chemistry, University of California, Irvine, California 92697-2025, United States,
Email: leoverma
uci.edu
S. P. Pitre, T. K. Allred, L. E. Overman, Org. Lett., 2021, 23, 1103-1106.
DOI: 10.1021/acs.orglett.1c00023
see article for more reactions
Abstract
Substoichiometric amounts of a Gd(OTf)3 mediate the addition of tertiary carbon radicals generated from N-(acyloxy)phthalimide esters to cyclic α,β-unsaturated ketones and lactones. The reaction is accomplished by irradiation with visible light in the presence of Hantzsch ester without the use of a photosensitizer.
see article for more examples
proposed mechanism
Key Words
cyclohexanones, photochemistry, Hantzsch ester
ID: J54-Y2021
