Use of a Desymmetrized  meso  Molecule as a Chiral Ligand: Development of Chiral N‐Heterocyclic Carbene Ligands for Asymmetric Allylic Arylations with Grignard Reagents | Zendy

Ando Shin | Zendy; Matsunaga Hirofumi | Zendy; Ishizuka Tadao | Zendy

Premium

Use of a Desymmetrized meso Molecule as a Chiral Ligand: Development of Chiral N‐Heterocyclic Carbene Ligands for Asymmetric Allylic Arylations with Grignard Reagents

Author(s) -

Ando Shin,

Matsunaga Hirofumi,

Ishizuka Tadao

Publication year - 2014

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201402089

Subject(s) - chemistry , desymmetrization , carbene , allylic rearrangement , enantioselective synthesis , ligand (biochemistry) , reagent , combinatorial chemistry , catalysis , molecule , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , receptor

The desymmetrization of a meso molecule was used for the development of a chiral N‐ heterocyclic carbene (NHC) ligand. This chiral NHC was then successfully applied to a copper‐catalyzed asymmetric allylic arylation with Grignard reagents. The level of stereocontrol was improved to 89 % ee via derivatization studies. The synthesized copper catalyst was effective at the level of 0.05 mol % loading for gram‐scale reactions.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research