Stereoselective Intramolecular Cyclopropanation of α-diazoacetates Via Co(ii)-based Metalloradical Catalysis
Document Type
Article
Publication Date
2014
Digital Object Identifier (DOI)
https://doi.org/10.1039/C4QO00041B
Abstract
Co(II) complexes of D2-symmetric chiral porphyrins have been proven to be effective metalloradical catalysts for the asymmetric intramolecular cyclopropanation of allyl α-diazoacetates. 4-(Dimethylamino)pyridine (DMAP), through a positive trans effect, plays an important role in the enhancement of the asymmetric induction for the intramolecular cyclopropanation process. This metalloradical catalytic system is suitable for cyclopropanation of allyl α-diazoacetates with varied functional groups and substitution patterns, producing bicyclic products with complete diastereocontrol and good enantiocontrol.
Was this content written or created while at USF?
Yes
Citation / Publisher Attribution
Organic Chemistry Frontiers, v. 1, p. 515-520
Scholar Commons Citation
Ruppel, Joshua V.; Cui, Xin; Xu, Xue; and Zhang, X. Peter, "Stereoselective Intramolecular Cyclopropanation of α-diazoacetates Via Co(ii)-based Metalloradical Catalysis" (2014). Chemistry Faculty Publications. 156.
https://digitalcommons.usf.edu/chm_facpub/156
