Synthesis Of (-)-Erythrodiene And (S)-Pregabalin Via The Organocatalytic Asymmetric Michael Addition

This thesis focuses on the synthesis of natural product (-)-Erythrodiene and pharmaceutical molecule (S)-Pregabalin via the organocatalytic asymmetric Michael reaction. The details are summarized as below:In the first part, the application of organocatalytic asymmetric Michael addition in organic synthesis has been briefly reviewed. And our own opinion on the difficulties and challenges in this research field are also discussed in the end of this part.In the second part, the C4 stereogenic center of (S)-4-isopropylcyclohex-2-enone was formed by the organocatalytic asymmetric Michael and aldol reaction. And the (S)-4-isopropylcyclohex-2-enone could be further transformed into exocyclic a, β-unsaturated ketone. Moreover, the important chiral spiro-compound was successfully constructed through the thia-Michael-Aldol reaction.In the third part, by using organocatalytic asymmetric Michael addition of a, β-unsaturated aldehydes and nitro esters as the key reaction, we designed some new strategies for the synthesis of (S)-Pregabalin.