Title

Asymmetric Radical Bicyclization of Allyl Azidoformates via Cobalt(II)-Based Metalloradical Catalysis

Document Type

Article

Publication Date

2017

Digital Object Identifier (DOI)

https://doi.org/10.1021/jacs.7b05778

Abstract

Cobalt(II)-based metalloradical catalysis has been successfully applied to radical bicyclization of allyl azidoformates to construct aziridine/oxazolidinone-fused bicyclic structures. The Co(II) complex of D2-symmetric chiral amidoporphyrin 3,5-DitBu-QingPhyrin has been identified as an effective metalloradical catalyst for the intramolecular radical aziridination of this type of carbonyl azides, allowing for high-yielding formation of synthetically useful chiral [3.1.0]-bicyclic aziridines with high diastereo- and enantioselectivity.

Was this content written or created while at USF?

Yes

Citation / Publisher Attribution

Journal of the American Chemical Society, v. 139, issue 27, p. 9164-9167

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