Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines

Ghorai, Manas K. ; Kumar, Amit ; Halder, Sandipan (2007) Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines Tetrahedron, 63 (22). pp. 4779-4787. ISSN 0040-4020

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Official URL: http://doi.org/10.1016/j.tet.2007.03.081

Related URL: http://dx.doi.org/10.1016/j.tet.2007.03.081

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier B.V.
Keywords:1,3-dianion; Β-keto Ester; Β-dicarbonyl; Δ-amino-β-keto Ester; Δ-amino-β-diketone; Piperidine; Azetidine.
ID Code:117130
Deposited On:15 Apr 2021 08:09
Last Modified:15 Apr 2021 08:09

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