Organocatalytic Enantioselective Decarboxylative Reaction of Malonic Acid Half Thioesters with Cyclic N‐Sulfonyl Ketimines by Using N‐Heteroarenesulfonyl Cinchona Alkaloid Amides |
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| Authors: | ProfDr Shuichi Nakamura Masahide Sano Ayaka Toda Dr Daisuke Nakane ProfDr Hideki Masuda |
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| Institution: | Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa‐ku, Nagoya 466‐8555 (Japan) |
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| Abstract: | The organocatalytic enantioselective decarboxylative Mannich reaction of malonic acid half thioesters (MAHTs) with cyclic N‐sulfonyl ketimines by using N‐heteroarenesulfonyl cinchona alkaloid amides afforded products with high enantioselectivity. Both enantiomers of the products could be obtained by using pseudoenantiomeric chiral catalysts. The reaction proceeds through a nucleophilic addition of the MAHTs to the ketimines prior to decarboxylation. |
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| Keywords: | enantioselectivity Mannich reaction organocatalysis quaternary stereocenters |
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