Photocatalytic [2 + 2] cycloadditions of enones with cleavable redox auxiliaries |
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Authors: | Tyson Elizabeth L Farney Elliot P Yoon Tehshik P |
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Institution: | Department of Chemsitry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA. |
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Abstract: | α,β-Unsaturated 2-imidazolyl ketones undergo 2 + 2] cycloaddition with a variety of Michael acceptors upon irradiation with visible light in the presence of Ru(bpy)(3)(2+). Cleavage of the imidazolyl auxiliary from the cycloadducts affords cyclobutane carboxamides, esters, thioesters, and acids that would not be accessible from direct cycloaddition of the corresponding unsaturated carbonyl compounds. |
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