Synthesis Of Chiral γ-Amino Alcohols And Their Ether Derivatives And Their Application In Asymmetric Michael Addition Reaction

In this dissertation, eightγ-amino alcohols and eleven of their ether derivatives were designed and synthesized. Facile synthetic methods towards those molecules were also studied and discussed for further exploration of their applications.In the study of the asymmetric Michael addition reaction of cyclohexanone toβ-nitrostyrene, it was found that homo-diphenylprolinol methyl ether catalyst 62a was capable of promoting the reaction with the good result. Influential factors on reactivity and enantioselectiviy were also studied systematically, such as temperature, solvent, catalyst load and additive. In a typical experiment, cylcohexanone andβ-nitrostyrene were stirred with 5 mol% catalyst and 5 mol% o-methylbenzoic acid in n-hexane at ambient temperature for 24 h. With the optimal conditions, good yield (>99%), high diastereoselectivity (99:1) and enantioselectivity (98%) were achieved.