Total Synthesis Of (+)-Kingianin A Compounds Based On The Construction Of Chiral Cyclobutenone

The Kingianin A compound is a new pentacyclic compound isolated from the bark of Lauraceae Endiandra kingainin Gamble by Marc Litaudon in 2010.He characterized its structure and named it Kingianin A.He then isolated fourteen structurally similar compounds,which he named Kingianin A-N in turn.The isolated compounds showed strong affinity for Bcl-x L,which is overexpressed in many cancers.Causes tumor cells to become resistant to the apoptotic process.In view of its good biological activity and application prospects,chemists have tried to chemically synthesize Kingianin A compounds,but so far there has been no report on the synthesis of single-configuration Kingianin A compounds.Compounds are synthesized.This paper is mainly divided into three parts for discussion.The first chapter introduces the discovery and biological activity of Kingianin A compounds.The second chapter introduces the synthesis work of the predecessors.In the third chapter,we summarize the previous synthesis work,and point out the problems.Based on these problems,we propose feasible solutions.Combined with the previous work of this research group,3-(methoxycarbonyl)cyclobutenone can Diels-Alder reaction as a dienophile under COBI catalyst,we believe that this can be used to synthesize a single-configuration Kingianin A precursor through key reactions such as Diels-Alder reaction,Peterson olefination and CuH asymmetric reduction,we performed asymmetric synthesis of Kingianin A compounds and reported their anticancer activity.In this paper,the asymmetric synthesis and biological activity of(+)-Kingianin A compounds were studied,which laid the foundation for the synthesis of other compounds in the same series.