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Gallium Tribromide Catalyzed Coupling Reaction of Alkenyl Ethers with Ketene Silyl Acetals


  • This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 22106527, “Organic Synthesis Based on Reaction Integration. Development of New Methods and Creation of New Substances” and No. 23105525, “Molecular Activation Directed toward Straightforward Synthesis”) and Challenging Exploratory Research (No. 23655083) from the Ministry of Education, Culture, Sports, Science and Technology (Japan).


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A ‘Ga'llant couple: The α-alkenylation of esters was accomplished by GaBr3-catalyzed coupling between alkenyl ethers and ketene silyl acetals. In this reaction system, various alkenyl ethers, including those with vinyl and substituted alkenyl groups, were applicable, and the scope of applicable ketene silyl acetals was sufficiently broad. The mechanism is also discussed.

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