Bioinspired Cobalt-Catalysis Enables Generation of Nucleophilic Radicals from Oxetanes

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Abstract

Oxetanes are valuable building blocks due to their well-explored propensity to undergo ring-opening reactions with nucleophiles. However, their application as precursors of radical species is still elusive. Herein, we present a bioinspired cobalt-catalysis-based strategy to access unprecedented modes of radical reactivity via oxetane ring-opening. This powerful approach gives access to nucleophilic radicals that engage in reactions with SOMOphiles and low-valent transition metals. Importantly, the regioselectivity of these processes complements known methodologies.

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Potrząsaj, A., Ociepa, M., Chaładaj, W., & Gryko, D. (2022). Bioinspired Cobalt-Catalysis Enables Generation of Nucleophilic Radicals from Oxetanes. Organic Letters, 24(13), 2469–2473. https://doi.org/10.1021/acs.orglett.2c00355

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