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Synthesis 2015; 47(15): 2242-2248
DOI: 10.1055/s-0034-1380524
DOI: 10.1055/s-0034-1380524
special topic
Copper(II)-Catalyzed β-Borylation of Acetylenic Esters in Water
Further Information
Publication History
Received: 09 March 2015
Accepted: 12 March 2015
Publication Date:
23 April 2015 (online)
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.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380524.
- Supporting Information
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For examples of borylation of α,β-unsaturated carbonyl compounds, see: