Preparation of. alpha.-Methylene and. alpha.-Ethylidene. beta.-Lactams via the Ester Enolate-Imine Condensation Using. beta.-(Dialkylamino) Esters as Starting …

…, G Esteban, Y Martin-Cantalejo, J Plumet…

Index: Alcaide, Benito; Esteban, Gemma; Martin-Cantalejo, Yolanda; Plumet, Joaquin; Rodriguez-Lopez, Julian; et al. Journal of Organic Chemistry, 1994 , vol. 59, # 26 p. 7994 - 8002

Full Text: HTML

Citation Number: 32

Abstract

A new, simple procedure for the preparation of appropriately substituted a-methylene and a- ethylidene p-lactams via the ester enolate-imine condensation is described. The method is based on the use of lithium 34dialkylamino) ester enolates as synthetic equivalents of the corresponding acrylate a-anions. Thus, the reaction of lithium enolates of 3-(dialkylamino) esters with imines produced a-[(dialkylamino) alkyl] p-lactams stereoselectively and in ...

Studies on lactams. 84. Synthesis of azetidine-2, 3-diones (...

[Van der Veen; Bari; Krishnan; Manhas; Bose Journal of Organic Chemistry, 1989 , vol. 54, # 24 p. 5758 - 5762]

N, N-Dimethylphosphoramidic dichloride: a convenient reagent...

[Cossio, Fernando P.; Ganboa, Inaki; Garcia, Jesus M.; Lecea, Begona; Palomo, C. Tetrahedron Letters, 1987 , vol. 28, # 17 p. 1945 - 1948]

A Novel One??Step Approach for the Preparation of α??Amino A...

[Alcaide, Benito; Almendros, Pedro; Aragoncillo, Cristina Chemistry - A European Journal, 2002 , vol. 8, # 16 p. 3646 - 3652]

A convenient synthesis of azetidine-2, 3-diones (α-Keto-β-La...

[Manhas, M. S.; Bari, S. S.; Bose, Bhawal; Bose, Ajay K. Tetrahedron Letters, 1984 , vol. 25, # 42 p. 4733 - 4736]

Baker's yeast-mediated reductions of α-keto esters and an α-...

[Kayser, Margaret M.; Mihovilovic, Marko D.; Kearns, Jeff; Feicht, Anton; Stewart, Jon D. Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6603 - 6608]