Axially chiral guanidine as highly active and enantioselective catalyst for electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compounds |
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Authors: | Terada Masahiro Nakano Megumi Ube Hitoshi |
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Affiliation: | Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan. mterada@mail.tains.tohoku.ac.jp |
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Abstract: | A newly designed axially chiral guanidine is found to function as an effective platform for asymmetric induction at the alpha-carbon of unsymmetrically substituted 1,3-dicarbonyl compounds. Highly efficient and enantioselective electrophilic amination of various 1,3-dicarbonyl compounds with azodicarboxylate was successfully achieved using the present chiral guanidine catalyst, which provides efficient access to the construction of nitrogen-substituted quaternary stereocenters in an optically active form. |
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