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Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines
Authors:Manas K Ghorai  Amit Kumar  Sandipan Halder
Institution:Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India
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.
Keywords:1  3-Dianion  β-Keto ester  β-Dicarbonyl  δ-Amino-β-keto ester  δ-Amino-β-diketone  Piperidine  Azetidine
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