Copper(II)-Catalyzed β-Borylation of Acetylenic Esters in Water

Copper(II)-Catalyzed β-Borylation of Acetylenic Esters in Water

Abstract A method for the β-borylation of alkynoates has been developed. In the presence of bis(pinacolato)diboron and catalytic amounts of both copper(II) and 4-picoline, substituted alkynoates undergo borylation in a regio-, stereo-, and chemoselective fashion. The reaction is performed under mild...

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Veröffentlicht in:Synthesis (Stuttgart) 2015-08, Vol.47 (15), p.2242-2248
Hauptverfasser: Peck, Cheryl L., Calderone, Joseph A., Santos, Webster L.
Format: Artikel
Sprache:eng
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special topic
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Zusammenfassung:Abstract A method for the β-borylation of alkynoates has been developed. In the presence of bis(pinacolato)diboron and catalytic amounts of both copper(II) and 4-picoline, substituted alkynoates undergo borylation in a regio-, stereo-, and chemoselective fashion. The reaction is performed under mild conditions using water as solvent and open to the atmosphere to exclusively afford ( Z )-β-boryl-α,β-unsaturated esters.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0034-1380524