These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
3 files

An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode

submitted on 09.04.2020, 12:47 and posted on 10.04.2020, 07:06 by Ayham Abazid, Nils Clamor, Boris Nachtsheim
In this article we describe an enantioselective hydroxylation of benzylic C-H bonds with a unique activation mechanism. A chiral aryl iodide catalyst initially acts as precursor for a brominating reagent which subsequently brominates the benzylic C-H bond in a non-stereoselective fashion through a radical bromination. In the second step of this transofrmation, the same catalyst acts as a chiral ligand in a Cu-catalyzed enantioconvergent substitution. We present a broad substrate scope and an intial mechanistic proposal based on a plethora of control experiments.


DFG NA955/3-1


Email Address of Submitting Author


University of Bremen



ORCID For Submitting Author

Declaration of Conflict of Interest

no conflict of interest

Version Notes

first draft