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September 5, 2012Journal of the American Chemical Society267 citations

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

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RARicardo AlfaroAPAlejandro ParraJAJosé Alemán

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Abstract

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.

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Cite This Study

Alfaro et al. (2012) studied this question.

synapsesocial.com/papers/69daa82c85037e71b268474dhttps://doi.org/10.1021/ja307670k
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