Work

Catalyst-Controlled, Regiodivergent Aminooxygenation Reactions of Dienes

Year: 2025

Type: article

Abstract: We report a method for an aerobic, regiodivergent aminooxygenation of dienes via catalyst control. A simple switch in the copper catalyst source allows for selective access to either the 1,2- or 1,4-aminooxygenated product from a single starting material. Mechanistic studies indicate that the coordinating ligand on the copper salt is responsible for the divergent regiochemical outcomes and that the origin of regiodivergence lies in competing mechanisms for oxygen delivery to the carbon-centered radical intermediate.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c02010

Authors: Caitlyn P. McNichol, Liván Borrego, Erhan Ertekin, Shauna M. Paradine

Institution: University of Rochester

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Science Foundation, National Institutes of Health, National Institute of General Medical Sciences