Abstract
Ynones are important skeletons in bioactive molecules and valuable building blocks for organic synthe-sis,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 Sonogashira-type 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),sat-isfied 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 demon-strate the utility of this process.
基金项目
National Nature Science Foundation of China(22171258)
Youth Innovation Promotion Association CAS(2022375)
Biological Resources Programme,Chinese Academy of Sciences(KFJ-BRP-008)
Sichuan Science and Technology Program(2022ZYD0038)
NETL
NSTL
万方数据