Copper(II)-Catalyzed β-Borylation of Acetylenic Esters in Water
Cheryl L. Peck, Joseph A. Calderone, Webster L. Santos*
*Department of Chemistry, Virginia Tech, Blacksburg, VA 24061, USA, Email: santoswvt.edu
C. L. Peck, J. A. Calderone, W. L. Santos, Synthesis, 2015, 47, 2242-2248.
DOI: 10.1055/s-0034-1380524 (free Supporting Information)
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Substituted alkynoates undergo borylation in a regio-, stereo-, and chemoselective fashion to afford (Z)-β-boryl-α,β-unsaturated esters in the presence of bis(pinacolato)diboron and catalytic amounts of both copper(II) and 4-picoline. The reaction is performed under mild conditions using water as solvent and open to the atmosphere.
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copper, stereoselectivity, alkynes, vinylboronates