Lewis Acid Activation of Fragment-Coupling Reactions of Tertiary Carbon Radicals Promoted by Visible-Light Irradiation of EDA Complexes

The addition of tertiary carbon radicals generated from N-(acyloxy)­phthalimide esters to cyclic α,β-unsaturated ketones and lactones is markedly enhanced by the addition of substoichiometric amounts of a Ln­(OTf)3. The reaction is accomplished by irradiation with visible light in the absence of a p...

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Veröffentlicht in:Organic letters 2021-02, Vol.23 (3), p.1103-1106
Hauptverfasser: Pitre, Spencer P, Allred, Tyler K, Overman, Larry E
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container_title Organic letters
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creator Pitre, Spencer P
Allred, Tyler K
Overman, Larry E
description The addition of tertiary carbon radicals generated from N-(acyloxy)­phthalimide esters to cyclic α,β-unsaturated ketones and lactones is markedly enhanced by the addition of substoichiometric amounts of a Ln­(OTf)3. The reaction is accomplished by irradiation with visible light in the absence of a photosensitizer and is suggested to proceed by excitation of a ternary electron donor–acceptor complex between the NHPI ester, Hantzsch ester, and a Ln­(OTf)3.
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title Lewis Acid Activation of Fragment-Coupling Reactions of Tertiary Carbon Radicals Promoted by Visible-Light Irradiation of EDA Complexes
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