Rhodium-Catalyzed Asymmetric Arylation of Cyclobutenone Ketals.

ABSTRACT: Complex cyclobutanes are important motifs in both bioactive molecules and natural products, yet their enantioselective preparation has not been widely explored. In this work, we describe rhodium-catalyzed enantioselective additions of aryl and vinyl boronic acids to cyclobutenone ketals. This transformation involves enantioselective carbometalation to give cyclobutyl-rhodium intermediates, followed by β-oxygen elimination to afford enantioenriched enol ethers. Overall, this addition serves as a surrogate for Rh-catalyzed 1,4-additions to cyclobutenone.

SUBMITTER: Egea-Arrebola D 

PROVIDER: S-EPMC10946970 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature