Stereoselective synthesis of substituted 1,3-dienes from propargylic esters: electrophilic-metal or redox catalysis?  

作　　者：Mengfu Dai Liangliang Song Liang-An Chen 

机构地区：[1]Jiangsu Collaborative Innovation Center of Biomedical Functional Materials,Jiangsu Key Laboratory of New Power Batteries,School of Chemistry and Materials Science,Nanjing Normal University,Nanjing 210023,China [2]Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources,International Innovation Center for Forest Chemicals and Materials,College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037,China

出　　处：《Science China Chemistry》2024年第5期1384-1396,共13页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China (22071111);the Jiangsu Specially Appointed Professor Plan;the Natural Science Foundation of Jiangsu Province(BK20201368, BK20220409);the Postgraduate Research&Practice Innovation Program of Jiangsu Province (KYCX23_1683)。

摘　　要：1,3-Diene architectures are not only widely present in natural products, pharmaceuticals, and functional organic materials but also serve as versatile building blocks to furnish important functionalized molecules in synthetic chemistry due to conjugated repeating C=C units. Accordingly, various strategies to access substituted 1,3-dienes in a stereoselective manner have been developed. However, chemo-, regio-and stereoselective synthesis of highly substituted 1,3-dienes still remains elusive and challenging. Readily available propargylic esters have emerged as an appealing class of synthetic intermediates for accessing functionalized 1,3-dienes, especially challenging tri-or tetrasubstituted variants, via transition-metal catalysis, including electrophilic metal and redox neutral catalysis. This review, for the first time, systematically highlights recent advances in transitionmetal catalyzed synthesis of substituted 1,3-dienes from propargylic esters, discusses the mechanisms and synthetic utilities, and gives the remaining challenges and potential opportunities in this field.

关 键 词：1 3-diene propargylic ester Lewis acid redox catalysis transition metal 

分 类 号：TQ221.22[化学工程—有机化工]