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Copper(I)-Catalyzed Formal Carboboration of Alkynes: Synthesis of Tri- and Tetrasubstituted Vinylboronates

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journal contribution
posted on 19.09.2012, 00:00 by Ricardo Alfaro, Alejandro Parra, José Alemán, José Luis García Ruano, Mariola Tortosa
The first copper-catalyzed formal carboboration of alkynes, in which a C–B bond and a C–C bond are created in a single catalytic cycle, is presented. The reaction proceeds with high regioselectivity and syn-stereoselectivity to form tri- and tetrasubstituted vinylboronic esters from commercially available bis­(pinacolato)­diboron. A subsequent cross-coupling reaction gives access to highly substituted alkenes.