One-pot remote desymmetrization/Peterson-olefination for the construction of silicon-stereogenic silyl ethers  

作　　者：Wengang Guo Qian Li Yan Liu Can Li 

机构地区：[1]State Key Laboratory of Catalysis,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian 116023,China

出　　处：《Science China Chemistry》2023年第10期2797-2802,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(22271276,21871254,21702203);the National Key Research and Development Program of China(2022YFC2105900)。

摘　　要：Chiral silyl ethers and silanols are important synthetic intermediates and bioactive compounds.In this work,we developed a onepot remote desymmetrization/Peterson-olefination of silacyclopentene oxides with benzoic acids in the presence of Martin’s sulfurane.This new methodology not only realizes the atom-economy of Peterson olefination,but also represents a catalytic method for synthesis of silicon-stereogenic silyl ethers.Using a bulky chiral phosphoric acid 4i as organocatalyst,the reactions proceeded efficiently to afford various olefin-functionalized organosilyl ethers in excellent diastereoelectivities(up to 25/1 d.r.)and high enantioselectivities(up to 94%ee).

关 键 词：asymmetric catalysis silicon-stereogenic silyl ether remote desymmetrization/Peterson-olefination bronsted acid catalysis 

分 类 号：O621.25[理学—有机化学]