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Beilstein J Org Chem. 2018 Mar 07;14:576-582. doi: 10.3762/bjoc.14.44. eCollection 2018.

Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc.

Beilstein journal of organic chemistry

Kohsuke Aikawa, Kohei Yabuuchi, Kota Torii, Koichi Mikami

Affiliations

  1. Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8552, Japan.

PMID: 29623119 PMCID: PMC5852614 DOI: 10.3762/bjoc.14.44

Abstract

The catalytic asymmetric methylation of fluoroalkylated pyruvates is shown with dimethylzinc as a methylating reagent in the presence of a copper catalyst bearing a chiral phosphine ligand. This is the first catalytic asymmetric methylation to synthesize various α-fluoroalkylated tertiary alcohols with CF

Keywords: asymmetric methylation; chiral phosphine ligand; copper catalyst; dimethylzinc; trifluoropyruvate

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