The Synthesis Of Atorvastatin And The Azide Radical-promoted Difunctionalization Of Alkenes

Recently, with the rapid improvement of our living standard, more and more people begin to pay attention to personal health issues. Hyperlipidemia is one of the most important diseases which seriously affect people’s normal life. Untill now, there are many medicines for the treatment of hyperlipidemia in the market. Among these medicines, atorvastatin calcium(HMG-CoA reductase inhibitor) is the most widely used cholesterol lowering drugs. Large numbers of clinical experiments have proved that atorvastatin calcium could not only lower cholesterol, but also reduce the chance of fatal cardiovascular events. Therefore, more and more patients would choose this drug for its less side effects and better therapeutic effect. Also, its synthesis has attracted broad attention of synthetic chemistry community.Based on this background, this thesis aims to the synthesis of atorvastatin calcium and related compounds, and mainly includes the following two chapters.In the first chapter, a new strategy has been developed toward the synthesis of atorvastatin in13 steps and 9% overall yield.In the second chapter, a copper-catalyzed Markovnikov-type intermolecular azidocyanation of arylalkenes has been developed to give a series of α-azidopropanenitriles in moderate to good yields. This method may provide a potential strategy for the synthesis of corresponding3-amino-2-arylpropanoic acid.