The Synthesis Of Chiral β-amino Alcohols And Their Application In Asymmetric Addition And Asymmetric Epoxidation

Enantiomerically pure β-amino alcohols have been extensively used as chiral building blocks for the syntheses of chiral Pharmaceuticals, such as adrenergic drugs, β-adrenergic blockers and unnatural amino acids, etc.They have also been extensively used as chiral catalysts in asymmetric reactions, such as asymmetric addition of dialkylzinc to aldehydes, asymmetric epoxidation and asymmetric Henry reaction. In addition, they can be converted to chiral ligands, which show tremendous utility in various asymmetric catalytic processes, such as enantioselectiove hydrogenation and asymmetric transfer hydrogenation. Accordingly, the development of practical methods for regio- and enantioselective synthesis of enantiopure β-amino alcohols is of great importance. We have prepared two groups of enantiopure β -amino alcohols from olefins and L-proline in a simplified way, and used them as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes and in the organocatalytic asymmetric epoxidation of α, β-enones. Besides, we have applied them for the synthesis of chiral phosphorus ligands. The results gave some hints for the synthesis of enantiopure β-amino alcohols and their...