立体中心
蒂奥-
奥西多尔
邻接
尿素
催化作用
迈克尔反应
化学
对映体
全合成
组合化学
立体化学
有机化学
药物化学
对映选择合成
作者
Arindam Khatua,Pranay Shyamal,Souvik Pal,Ayan Mondal,Alakesh Bisai
摘要
Naturally occurring bis(cyclotryptamine) alkaloids feature vicinal all-carbon quaternary stereocenters with an elongated labile C-3a-C-3a' Sigma bond with impressive biological activities. In this report, we have developed a thio-urea catalyzed one-pot sequential Michael addition of bis-oxindole onto selenone to access enantioenriched dimeric 2-oxindoles with vicinal quaternary stereogenic centers at the pseudobenzylic position (up to 96% ee and >20 : 1 dr). This strategy has been successfully applied for the total syntheses of either enantiomers of chimonanthine, folicanthine, and calycanthine.
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