| abstract |
The invention discloses a method for synthesizing an axial chiral aryl conjugated diene by asymmetric alfa-C-H alkenylation reaction and a product thereof. The present invention uses simple o-alkenyl-benzaldehyde as raw material, uses simple L-tert-leucine as ligand, and undergoes six-membered exo-metal through asymmetric alkenyl C-H alkenylation reaction of styrene alpha position. Heterocyclic intermediates to give axially chiral styrenes. Compared with the previous method, the present invention uses cheap and easily available L-tert-leucine as a ligand, and trifluoroacetic acid/DMSO as a mixed solvent, the obtained chiral aryl aldehyde has a wide range of chemical conversion selectivity, and the reaction The conditions are mild and suitable for gram-scale synthesis. The axially chiral benzaldehyde obtained by the method can be oxidized to obtain axially chiral benzoic acid, and the compound can be used as a chiral ligand for the cobalt-catalyzed asymmetric C-H alkylation reaction, and the er value is as high as 90:10. |