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Synfacts 2016; 12(07): 0723
DOI: 10.1055/s-0035-1562328
DOI: 10.1055/s-0035-1562328
Metal-Mediated Synthesis
Nickel-Catalyzed Decarboxylative Alkyl–Alkyl Cross-Coupling
Qin T, Cornella J, Li C, Malins LR, Edwards JT, Kawamura S, Maxwell BD, Eastgate MD, Baran PS * The Scripps Research Institute, La Jolla Bristol-Myers Squibb, Princeton and New Brunswick, USA
A General Alkyl–Alkyl Cross-Coupling Enabled by Redox-Active Esters and Alkylzinc Reagents.
Science 2016;
352: 801-805
A General Alkyl–Alkyl Cross-Coupling Enabled by Redox-Active Esters and Alkylzinc Reagents.
Science 2016;
352: 801-805
Further Information
Publication History
Publication Date:
17 June 2016 (online)
Significance
Baran and co-workers report a nickel-catalyzed decarboxylative cross-coupling of redox-active alkyl esters with dialkylzinc reagents by using a bipyridine ligand to afford a variety of products in very high yields. Remarkable are the high functional group tolerances as well as the mild reaction conditions.
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Comment
The authors present a three-component conjunctive cross-coupling by employing benzylacrylate as an acceptor molecule. The formation of quaternary centers is accomplished by the formation of two C–C bonds and the corresponding products are obtained in very high yields.
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