Issue 20, 2011

Synthesis of novel β-aminocyclobutanecarboxylic acid derivatives by a solvent-free aza–Michael addition and subsequent ring closure

Abstract

Novel β-aminocyclobutanecarboxylic acid derivatives were prepared via a sequential solvent-free aza-Michael addition of benzophenone imine across 3-halopropylidenemalonates and base-induced ring closure. These highly substituted cyclobutanedicarboxylic acid derivatives were subjected to a reactivity study which demonstrated the tendency of these donor–acceptor substituted four-membered rings to be converted into their corresponding ring-opened products.

Graphical abstract: Synthesis of novel β-aminocyclobutanecarboxylic acid derivatives by a solvent-free aza–Michael addition and subsequent ring closure

Supplementary files

Article information

Article type
Paper
Submitted
01 Jun 2011
Accepted
13 Jul 2011
First published
13 Jul 2011

Org. Biomol. Chem., 2011,9, 7085-7091

Synthesis of novel β-aminocyclobutanecarboxylic acid derivatives by a solvent-free aza–Michael addition and subsequent ring closure

T. Meiresonne, S. Mangelinckx and N. De Kimpe, Org. Biomol. Chem., 2011, 9, 7085 DOI: 10.1039/C1OB05872J

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