The Method For The Synthesis Of Electron-rich And Hindered Esters In Medicines

Ester groups are ubiquitous in nature and human life,and electron-rich esters commonly exist in natural products and pharmaceuticals.Ester structures play a very important role in a wide range of biological activities.Herein,we have disclosed an efficient,mild and versatile esterification method through the reaction between alkyne-tethered mixed anhydrides and alcohols under the action of gold(Ⅰ)-catalysts,and this method can be applied to the construction of ester bonds in complex substrates.This thesis discribe the study on this esterification methodology.This thesis is divided into four chapters:Chapter 1 mainly introduced the natural products and pharmaceuticals incorperating ester groups(including electron-rich ester groups),the synthesis of ester groups previously reported in the literature.In addition,the background related to the application of gold(Ⅰ)-catalysts to organic synthesis is presented.The gold(Ⅰ)catalyzed to esterification reactions to form electron-rich esters was herein proposed.Finally,two methods for the selective protection of hydroxyl groups are presented.Chapter 2 describes the condition optimization for the formation of ester bonds under the Au(Ⅰ)catalysts and substrate scope.Chapter 3 mainly discusses the extension and application of this esterification method,that is,some conditions are explored to selectively protect the hydroxyl group on the sugar ring.Chapter 4 gives a detailed description of the experimental operations for the synthesis of the related compounds in the thesis,and records the spectral data of the related compounds in the thesis.The structures of the compounds involved in this paper were confirmed by nuclear magnetic resonance,high-resolution mass spectrometry and optical rotation analysis.