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 α,α-disubstituted cyclic tetrahydropyridazine amino acids were obtained in excellent yields, in refluxing acetonitrile without activation. © 2013 Bentham Science Publishers.
Attanasi, O.A., Favi, G., Giorgi, G., Mantellini, F., Moscatelli, G., Piersanti, G. (2013). Synthesis of Tetrahydropyridazine Amino Acid Derivatives by a Formal [4+2] Cycloaddition Reaction of 1,2-Diaza-1,3-dienes with Dehydroalanine Esters. CURRENT ORGANIC SYNTHESIS, 10(5), 803-811 [10.2174/1570179411310050011].
Synthesis of Tetrahydropyridazine Amino Acid Derivatives by a Formal [4+2] Cycloaddition Reaction of 1,2-Diaza-1,3-dienes with Dehydroalanine Esters
GIORGI, GIANLUCA;
2013-01-01
Abstract
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 α,α-disubstituted cyclic tetrahydropyridazine amino acids were obtained in excellent yields, in refluxing acetonitrile without activation. © 2013 Bentham Science Publishers.
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https://hdl.handle.net/11365/46128
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