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Synfacts 2022; 18(07): 0747
DOI: 10.1055/s-0041-1737632
DOI: 10.1055/s-0041-1737632
Metals in Synthesis
Take Two CO: Access to γ-Boryl Esters by Boration and Carbonylative Catenation of Styrenes in One Pot
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.
Copper-Catalyzed Carbonylative Catenation of Olefins: Direct Synthesis of γ-Boryl Esters.
Chem 2022;
DOI: 10.1016/j.chempr.2022.03.013.
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.
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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.
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Publication History
Article published online:
15 June 2022
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