Enantioselective trapping of palladium-stabilized oxo-1,4-dipoles with photochemically generated ketenes  被引量:1

光生烯酮对钯稳定氧杂-1,4-偶极体的对映选择性捕获

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作  者:Miao-Miao Li Bao-Le Qu Yu-Qing Xiao Wen-Jing Xiao Liang-Qiu Lu 李苗苗;曲宝乐;肖雨晴;肖文精;陆良秋(CCNU-uOttawa Joint Research Centre,Key Laboratory of Pesticide&Chemical Biology,Ministry of Education,College of Chemistry,Central China Normal University,Wuhan 430079,China;State Key Laboratory for Oxo Synthesis and Selective Oxidation,Lanzhou Institute of Chemical Physics(LICP),Chinese Academy of Sciences,Lanzhou 730000,China)

机构地区:[1]CCNU-uOttawa Joint Research Centre,Key Laboratory of Pesticide&Chemical Biology,Ministry of Education,College of Chemistry,Central China Normal University,Wuhan 430079,China [2]State Key Laboratory for Oxo Synthesis and Selective Oxidation,Lanzhou Institute of Chemical Physics(LICP),Chinese Academy of Sciences,Lanzhou 730000,China

出  处:《Science Bulletin》2021年第17期1719-1722,M0003,共5页科学通报(英文版)

基  金:This work was supported by the National Natural Science Foundation of China(21822103,21820102003,21772052,21772053,and 91956201);the Program of Introducing Talents of Discipline to Universities of China(111 Program,B17019).

摘  要:The development of efficient strategies for constructing oxo-heterocyclic architectures is a highly significant topic in modern synthetic chemistry,due to their wide existence in plenty of natural products,medical and agricultural chemicals[1-4].It is well-known that selectivity,especially stereoselectivity,still lags largely behind many precedent endeavors,which stimulates the synthetic community to search for more efficient and selective methods for oxo-heterocycle synthesis.氧杂环化合物是许多天然产物和药物分子的核心骨架.因此,氧杂环化合物的高效、精准合成是现代合成化学的一个重要课题.目前,氧杂环骨架的构建在选择性控制、尤其是立体选择性控制方面仍存在一定的不足.为了解决这一难题,本文结合不对称钯催化与可见光活化,发展了2-烷基二亚甲基碳酸酯(ADTMCs)与α-重氮酮的不对称[4+2]环加成反应,在温和的条件下高效、高对映选择性地合成了一系列含有手性季碳中心的六元环内酯产物.

关 键 词:氧杂环化合物 环加成反应 立体选择性 合成化学 对映选择性 钯催化 选择性控制 药物分子 

分 类 号:O626[理学—有机化学]

 

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