Electrophilic interaction of iodine with N-alkyl-1,4-dihydropyridines 1 in the presence of secondary amines stereoselectively leads to the corresponding trans-2,3-diamino-1,2,3,4-tetrahydropyridines 2 in satisfactory yields (79–94%); the method allows the synthesis of piperidine, pyrrolidine, morpholine and piperazine derivatives.
R. Lavilla, R. Kumar, O. Coll, C. Masdeu and J. Bosch, Chem. Commun., 1998, 2715 DOI: 10.1039/A807776B
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