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Pd-catalyzed asymmetric carbonyl alkynylation:Synthesis of axial chiral ynones

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摘要 Ynones are important skeletons in bioactive molecules and valuable building blocks for organic synthesis,thus great efforts have been devoted to their preparation.While,introducing prochiral substrates to construct ynones bearing a chiral framework is unrealized to date.Herein,we reported the first example of Pd/SOP-catalyzed asymmetric carbonylative alkynylation via a non-classical carbonylative Sonogashiratype approach(acyl-Pd(Ⅱ)species generated from nucleophiles).By using cyclic diaryliodonium salts as prochiral substrates,various axial chiral ynones with good functional group tolerance(39 examples),satisfied yields(71%-96%)and excellent enantioselectivities(generally 94%-99%ee)were produced.Synthesis of bioactive compounds,scale-up experiment and useful transformations were also conducted to demonstrate the utility of this process.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2024年第6期293-297,共5页 中国化学快报(英文版)
基金 supported financially by National Nature Science Foundation of China(No.22171258) the Youth Innovation Promotion Association CAS(No.2022375) the Biological Resources Programme,Chinese Academy of Sciences(No.KFJ-BRP-008) the Sichuan Science and Technology Program(No.2022ZYD0038)。
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