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

Yutaro Niwa | Zendy; Mayu Miyake | Zendy; Ichiro Hayakawa | Zendy; Akira Sakakura | Zendy

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

Author(s) -

Yutaro Niwa,

Mayu Miyake,

Ichiro Hayakawa,

Akira Sakakura

Publication year - 2019

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/c9cc01159e

Subject(s) - enantioselective synthesis , oxazoline , catalysis , allylic rearrangement , silanes , copper , chemistry , ligand (biochemistry) , organic chemistry , medicinal chemistry , combinatorial chemistry , receptor , silane , biochemistry

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.

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