链烯基1,2-双硼酸酯的西蒙斯-史密斯环丙烷化反应：立体选择性合成官能化环丙基衍生物
Simmons-Smith Cyclopropanation of Alkenyl 1,2-Bis(boronates): Stereoselective Access to Functionalized Cyclopropyl Derivatives.
作者信息
Mali Maruti, Sharma Gangavaram V M, Ghosh Subhash, Roisnel Thierry, Carboni Bertrand, Berrée Fabienne
机构信息
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
出版信息
J Org Chem. 2022 Jun 17;87(12):7649-7657. doi: 10.1021/acs.joc.2c00152. Epub 2022 May 31.
A Simmons-Smith stereodefined procedure for the synthesis of cyclopropyl-1,2-bis(boronates) has been developed starting from the corresponding alkenes. The resulting compounds were then subjected to regioselective Suzuki-Miyaura couplings to produce diversely tri- or tetra-substituted arylcyclopropanes in good yields. Further functionalization with 2-lithiothiophene provided 1,2-bis(aryl)cyclopropanes.
已开发出一种从相应烯烃出发合成环丙基 -1,2 - 双（硼酸酯）的席梦思 - 史密斯立体定向方法。然后将所得化合物进行区域选择性铃木 - 宫浦偶联反应，以高收率制备各种三取代或四取代的芳基环丙烷。用2 - 锂代噻吩进一步官能化得到1,2 - 双（芳基）环丙烷。
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