42251-12-7Relevant articles and documents
Synthesis of cucurbitine derivatives: facile straightforward approach to methyl 3-amino-4-aryl-1-methylpyrrolydine-3-carboxylates
Blanco-Ania, Daniel,Hermkens, Pedro H.H.,Sliedregt, Leo A.J.M.,Scheeren, Hans W.,Rutjes, Floris P.J.T.
supporting information; experimental part, p. 5393 - 5401 (2009/10/17)
A general three- or four-step synthesis of cis- and trans-substituted cucurbitine (3-aminopyrrolidine-3-carboxylic acid) derivatives from methyl 2-nitroacetate is reported. The first step utilizes a Knoevenagel condensation with five different aromatic imines or their corresponding aldehydes to form (Z/E)-mixtures of α-nitro acrylates. The second step gives rise to the pyrrolidine-core structures of the title compounds by a 1,3-dipolar cycloaddition reaction using an azomethine ylide. The last step consists of reduction of the nitro group to yield both diastereoisomers of the corresponding 4-aryl cucurbitine methyl esters.
REACTIONS DES METHYLAZIDE ET PHENYLAZIDE AVEC QUELQUES ALCYNES ET OLEFINES α-NITREES. SYNTHESE REGIOSPECIFIQUE DES 1,2,3 TRIAZOLES
Piet, J. C.,Hetet, G. Le,Cailleux, P.,Benhaoua, H.,Carrie, R.
, p. 33 - 44 (2007/10/03)
The reactions of alkynes and α-nitro-olefines with methylazide and phenylazide was studied.In contrast to known reactions with alkynes which are non-regioselective, methylazide and phenylazide react regiospecifically with α-nitro-olefines and give only one type of triazole after elimination of HNO2.These reactions are very useful synthetic approaches to 1,2,3 triazoles.
PREPARATION AND Z-E ISOMERIZATION OF SUBSTITUTED NITROSTYRENES
Blaha, Ivo,Leseticky, Ladislav
, p. 1094 - 1099 (2007/10/02)
This study concerns the synthesis of β-substituted β-nitrostyrenes by two procedures: addition of nitryl halogenides to double bonds, connected with the elimination of hydrogen halide, and condensation of aldehydes with substituted nitromethanes, and it c
