Atroposelective Desymmetrization of Resorcinol-Bearing Quinazolinones via Cu-Catalyzed C–O Bond Formation
Hyung Yoon, Alexandra Galls, Soren D. Rozema, Scott J. Miller
Abstract
Enantioselective Cu-catalyzed C-O cross coupling reactions yielding atropisomeric resorcinol-bearing quinazolinones have been developed. Utilizing a new guanidinylated dimeric peptidic ligand, a set of products were generated in good yields with excellent stereocontrol. The transformation was readily scalable, and a range of product derivatizations were performed.
Topics & Concepts
ChemistryDesymmetrizationResorcinolCatalysisEnantioselective synthesisLigand (biochemistry)Combinatorial chemistryStereochemistryOrganic chemistryReceptorBiochemistryAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityChemical synthesis and alkaloids