Catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters promoted by chiral copper(ii) complexes

Yutaro Niwa, Mayu Miyake, Ichiro Hayakawa, Akira Sakakura

Research output: Contribution to journal › Article

1 Citation (Scopus)

Abstract

A catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters has been developed. A copper(ii) complex with a chiral bis(oxazoline) ligand bearing methanesulfonamide groups shows excellent catalytic activity to give α,α-disubstituted α-hydroxyesters in high yields with high enantioselectivities. This is the first successful method for the catalytic enantioselective 1,2-addition of α-ketoesters with allylic silanes.

Original languageEnglish
Pages (from-to)3923-3926
Number of pages4
JournalChemical Communications
Volume55
Issue number27
DOIs
Publication statusPublished - Jan 1 2019

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Bearings (structural)
Silanes
Enantioselectivity
Copper
Catalyst activity
Ligands
methanesulfonamide

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

Catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters promoted by chiral copper(ii) complexes. / Niwa, Yutaro; Miyake, Mayu; Hayakawa, Ichiro; Sakakura, Akira.

In: Chemical Communications, Vol. 55, No. 27, 01.01.2019, p. 3923-3926.

Research output: Contribution to journal › Article

Niwa, Y, Miyake, M, Hayakawa, I & Sakakura, A 2019, 'Catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters promoted by chiral copper(ii) complexes', Chemical Communications, vol. 55, no. 27, pp. 3923-3926. https://doi.org/10.1039/c9cc01159e
Niwa Y, Miyake M, Hayakawa I, Sakakura A. Catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters promoted by chiral copper(ii) complexes. Chemical Communications. 2019 Jan 1;55(27):3923-3926. https://doi.org/10.1039/c9cc01159e
Niwa, Yutaro ; Miyake, Mayu ; Hayakawa, Ichiro ; Sakakura, Akira. / Catalytic enantioselective Hosomi-Sakurai reaction of α-ketoesters promoted by chiral copper(ii) complexes. In: Chemical Communications. 2019 ; Vol. 55, No. 27. pp. 3923-3926.
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