Title

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

Share

COinS