Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines |
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Authors: | Manas K Ghorai Amit Kumar Sandipan Halder |
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Institution: | Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India |
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Abstract: | A simple route for the synthesis of δ-amino-β-keto esters and δ-amino-β-diketones is reported. This involves regioselective addition of 1,3-dianions derived from ethyl acetoacetate and acetyl acetone to N-sulfonyl aldimines. The δ-amino-β-keto ester derivatives were further converted into the corresponding N-sulfonyl piperidines and N-sulfonyl azetidines. |
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Keywords: | 1 3-Dianion β-Keto ester β-Dicarbonyl δ-Amino-β-keto ester δ-Amino-β-diketone Piperidine Azetidine |
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