Issue 86, 2018

Nickel(ii)-catalyzed enantioselective α-alkylation of β-ketoamides with phenyliodonium ylide via a radical process

Abstract

Chiral Lewis acid-promoted enantioselective α-alkylation of β-ketoamides with phenyliodonium ylide was developed. In the presence of a chiral N,N′-dioxide/Ni(II) complex, the corresponding 1,4-dicarbonyl compounds were obtained with good results (up to 91% yield and 97% ee). Control experiments and EPR studies supported a radical process.

Graphical abstract: Nickel(ii)-catalyzed enantioselective α-alkylation of β-ketoamides with phenyliodonium ylide via a radical process

Supplementary files

Article information

Article type
Communication
Submitted
03 Sep 2018
Accepted
05 Oct 2018
First published
05 Oct 2018

Chem. Commun., 2018,54, 12254-12257

Nickel(II)-catalyzed enantioselective α-alkylation of β-ketoamides with phenyliodonium ylide via a radical process

J. Guo, X. Liu, C. He, F. Tan, S. Dong and X. Feng, Chem. Commun., 2018, 54, 12254 DOI: 10.1039/C8CC07140C

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