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
Scholar Commons Citation
Jiang, Huiling; Lang, Kai; Lu, Hongjian; Wojtas, Lukasz; and Zhang, X. Peter, "Asymmetric Radical Bicyclization of Allyl Azidoformates via Cobalt(II)-Based Metalloradical Catalysis" (2017). Chemistry Faculty Publications. 168.
https://digitalcommons.usf.edu/chm_facpub/168
