Shorouk O. Badir; Jaehoon Sim; Katelyn Billings; Adam Csakai; Xuange Zhang; Weizhe Dong; Gary A. Molander
Org. Lett., 2020, 22, 3, 1046-1051
https://doi.org/10.1021/acs.orglett.9b04568

Abstract

DNA-encoded library (DEL) technology has emerged as a novel interrogation modality for ligand discovery in the pharmaceutical industry. Given the increasing demand for a higher proportion of C(sp3)-hybridized centers in DEL platforms, a photoredox-mediated cross-coupling and defluorinative alkylation process is introduced using commercially available alkyl bromides and structurally diverse α-silylamines. Notably, no protecting group strategies for amines are necessary for the incorporation of a variety of amino-acid-based organosilanes, providing crucial branching points for further derivatization.