首页|Dynamic kinetic stereodivergent transformations of propargylic ammonium salts via dual nickel and copper catalysis
Dynamic kinetic stereodivergent transformations of propargylic ammonium salts via dual nickel and copper catalysis
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The dynamic kinetic asymmetric transformation of racemic propargylic ammonium salts with prochiral aldimine esters through a stereodivergent propargylation is catalyzed by dual nickel and copper catalysis.Thus,a diverse range of optically active α-quaternary amino esters were produced via C-N bond cleavage with high reaction efficiency and stereoselectivity(up to>99%ee).By selection of the appropriate pair-wise combination of catalyst configurational isomers,all four possible stereoisomers of the corresponding propargylation products are obtained in high yields with excellent regio-,diastereo-,and enantioselectiv-ities.
Stereodivergent propargylationDual catalysisC-N bond cleavageAzaomethine ylidesInternal propargylic ammonium saltsExcellent stereoselectivity
Ruilong Geng、Lingzi Peng、Chang Guo
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Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry,University of Science and Technology of China,Hefei 230026,China