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Updated: Jun 1, 2026

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Visible Light Photocatalysis of Radical Anion Hetero-Diels-Alder Cycloadditions
Anna E Hurtley1, Megan A Cismesia, Michael A Ischay
1Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706.
Abstract:
We have discovered a photocatalytic intramolecular hetero-Diels-Alder reaction of tethered bis(enones). This transformation involves the intermediacy of an enone radical anion and constitutes the formal coupling of an electron-deficient heterodiene with an electronically mismatched enone dienophile. The diastereoselectivity and regioselectivity of the process are high, and the dihydropyran products are amenable to a variety of synthetically useful transformations.
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