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Synthesis of Tetrahydropyridazine Amino Acid Derivatives by a Formal [4+2] Cycloaddition Reaction of 1,2-Diaza-1,3-dienes with Dehydroalanine Esters.

[ Vol. 10 , Issue. 5 ]


Orazio A. Attanasi, Gianfranco Favi, Gianluca Giorgi, Fabio Mantellini, Giada Moscatelli and Giovanni Piersanti   Pages 803 - 811 ( 9 )


A highly efficient formal inverse electron demand aza Diels–Alder reaction of 1,2-diaza-1,3-dienes (DDs) is accomplished using dehydroalanine esters (DhAs) as electron-rich dienophiles. Both diastereoisomers of unprecedented , -disubstituted cyclic tetrahydropyridazine amino acids were obtained in excellent yields, in refluxing acetonitrile without activation.


Cycloaddition reaction, dehydroalanine esters, 1, 2-Diaza-1, 3-dienes, N, N-disubstituted quaternary center, nitrogen heterocycles, tetrahydropyridazine amino acids.


Dipartimento di Scienze della Terra, della Vita e dell’Ambiente DiSTeVA, Università degli Studi di Urbino “Carlo Bo”, Via I Maggetti 24, 61029 Urbino (PU), Italy.

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