42251-11-6Relevant 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.
THE REACTION OF ACETALS WITH ALIPHATIC NITRO COMPOUNDS. 1. THE SYNTHESIS OF α-NITROSUCCINIC ESTERS
Kochetkov, K. A.,Babievskii, K. K.,Belikov, V. M.,Garbalinskaya, N. S.,Bakhmutov, V. I.
, p. 458 - 461 (2007/10/02)
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