# Catalyst-Controlled, Regiodivergent Aminooxygenation Reactions of Dienes

## TL;DR

This paper introduces a new chemical reaction method where changing the copper catalyst controls which product is formed from a single starting material.

## Contribution

The novel contribution is using different copper catalysts to selectively produce either 1,2- or 1,4-aminooxygenated products from the same diene.

## Key findings

- Switching the copper catalyst source leads to different regiochemical outcomes in aminooxygenation reactions.
- The coordinating ligand on the copper salt determines the regioselectivity of the reaction.
- Regiodivergence arises from competing mechanisms for oxygen delivery to a carbon-centered radical intermediate.

## 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.