Contributors: Martin Oestreich, Hendrik F. T. Klare, Phillip Pommerening
Significance
A copper-catalyzed carbonylative four-component coupling of olefins to access γ-boryl esters is disclosed. Two CO molecules act as the –CH2CO– source. The regio- and syn-selective boryl cupration gives the products in high stereoselectivity.
Comment
Based on 13C and 2H NMR labeling experiments, the shown mechanism is proposed. Further synthetic transformations of the γ-boryl esters were performed to demonstrate the synthetic utility of this protocol.
Wu F.-P, Yang Y, Fuentes DP, Wu X.-F. * Leibniz-Institut für Katalyse e.V., Rostock, Germany and Dalian Institute of Chemical Physics, Liaoning, P. R. of China
Copper-Catalyzed Carbonylative Catenation of Olefins: Direct Synthesis of γ-Boryl Esters
Chem. 2022, DOI: 10.1016/j.chempr.2022.03.013