Reversal of regioselectivity in reactions of donor–acceptor cyclopropanes with electrophilic olefins?
Chemical Communications Pub Date: 2021-11-22 DOI: 10.1039/D1CC05330B
Abstract
Reactivity of donor–acceptor cyclopropanes towards nucleophiles and electrophiles is determined by the specific philicity of the carbon atoms originating from the strong polarization of the central C–C bond. Herein, we report that vitamin B12 catalysis enables the transformation of an initially electrophilic center into a nucleophilic radical that reacts with SOMOphiles. This radical-based strategy reverses the standard regioselectivity and thus complements the classical approaches.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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