Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles

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Abstract

Herein is reported the asymmetric allylic benzylation of Morita-Baylis-Hillman (MBH) carbonates with 2-methylbenzophenone (MBP) derivatives as nonstabilized photogenerated C-nucleophiles. The dual activation of both reaction partners, chiral Lewis-base activation of the electrophile and light activation of the nucleophile, enables the stereoselective installation of benzyl groups at the allylic position to forge tertiary and quaternary carbon centers.

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Paria, S., Carletti, E., Marcon, M., Cherubini-Celli, A., Mazzanti, A., Rancan, M., … Companyó, X. (2020). Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles. Journal of Organic Chemistry, 85(6), 4463–4474. https://doi.org/10.1021/acs.joc.0c00175

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