115584-40-2Relevant academic research and scientific papers
Synthesis of cyclohexa-1,3-dienamines by Formal [3+3] cycloaddition
Toum, Valérie,Lhommet, Gérard,Dechoux, Luc
, p. 2349 - 2352 (2013/07/27)
Formal [3+3] cycloadditions of β-carboxymethylenamino esters with acrolein derivatives give a range of cyclohexa-2,6-dicarboxymethyl-1,3- dienamines that are potential acceptordonor-acceptor systems. Georg Thieme Verlag Stuttgart · New York.
N -bromosuccinimide-promoted cyclization of -carboxymethyl enamino esters; Synthesis of functionalized 4-amino-2(5 H)-furanones
Toum, Valerie,Kadouri-Puchot, Catherine,Hamon, Louis,Lhommet, Gerard,Mouries-Mansuy, Virginie,Vanucci-Bacque, Corinne,Dechoux, Luc
experimental part, p. 2781 - 2788 (2011/10/18)
An easy, two-step approach to various 5-carboxymethyl-2(5H)-furanones is described. A detailed study of the reaction of -carboxymethyl enamino esters with N-bromosuccinimide is presented. Georg Thieme Verlag Stuttgart - New York.
Aminophosphonic acids and aminobis(phosphonic acids) as potential inhibitors of penicillin-binding proteins
Beck, Josephine,Gharbi, Sonia,Herteg-Fernea, Adriana,Vercheval, Lionel,Bebrone, Carine,Lassaux, Patricia,Zervosen, Astrid,Marchand-Brynaert, Jacqueline
experimental part, p. 85 - 97 (2009/06/18)
Aminophosphonic acids and aminobis(phosphonic acids) have been prepared by the alkylation of Schiff bases with methyl bromoacetate or ethyl acrylate. Other pathways, like the modified Pudovik reaction and Kabachnik-Fields reaction, have been considered for the synthesis of the α-phosphonic bioisoster of aminocitrate. Partial or complete deprotection of the phosphonate ester have been realised by either acidic hydrolysis or by treatment with trimethylsilyl bromide. Evaluation against penicillin-binding proteins has shown that our compounds are modest inhibitors of class A β-lactamases, but have an interesting activity against R39 (D,D-peptidase/carboxypeptidase). Wiley-VCH Verlag GmbH & Co. KGaA, 2009.
A CONVENIENT SYNTHESIS OF 5-SUBSTITUTED-4-HYDROXY-3,4,5,6-TETRAHYDRO-2H-PYRAN-2-ONES VIA A CHEMOSELECTIVE DIFFERENTIATION OF THE TWO ESTER FUNCTIONS OF DIMETHYL ACETONEDICARBOXYLATE
Prugh, John D.,Deana, Albert A.
, p. 37 - 40 (2007/10/02)
Dimethyl acetonedicarboxylate formed the enamine 1 with benzylamine and thereby converted one of the carbomethoxy groups into a less electrophilic vinylogous urethane.Subsequent sequential alkylation of the active methylene moiety, chemoselective NaBH4 reduction of the ester function, hydrolysis of the enamine moiety and reduction of the newly generated keto group afforded alcohols 5.Hydrolysis of the ester and lactonization gave the readily separable cis and trans lactones 8 and 9.
