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

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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).
出处 《Science China Chemistry》 SCIE EI CAS CSCD 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)。
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