Faculty, Staff and Student Publications
Publication Date
3-20-2023
Journal
Angewandte Chemie International Edition
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.
Keywords
Arylboronic Acids, Asymmetric Catalysis, Complex Cyclobutanes, Cyclobutenone, Rhodium
DOI
10.1002/anie.202217381
PMID
36728888
PMCID
PMC10946970
PubMedCentral® Posted Date
February 2023
PubMedCentral® Full Text Version
Post-print
Published Open-Access
yes