biostudies-literatureWilde JHNational Institutes of HealthNIGMS NIH HHS8245-8252https://www.ebi.ac.uk/biostudies/studies/S-EPMC7327504biostudies-literatureUnknown85(12)Dihapto-coordinate 1,2-dihydropyridine complexes of the metal fragment {WTp(NO)(PMe₃)} (Tp = tris(pyrazolyl)borate), derived from pyridine, are demonstrated to undergo protonation at C6 followed by regioselective amination at C5 with a variety of primary and secondary amines. The addition takes place stereoselectively <i>anti</i> to the metal center, producing exclusively <i>cis</i>-disubstituted products. The resulting 1,2,5,6-tetrahydropyridines can be successfully liberated by oxidation, providing a route to novel molecules of potential medicinal interest.The Journal of organic chemistryA Highly Divergent Synthesis of 3-Aminotetrahydropyridines.PMC7327504R01 GM1322051R01GM132205Dickie DAWilde JHHarman WDfalseA Highly Divergent Synthesis of 3-Aminotetrahydropyridines.Dihapto-coordinate 1,2-dihydropyridine complexes of the metal fragment {WTp(NO)(PMe₃)} (Tp = tris(pyrazolyl)borate), derived from pyridine, are demonstrated to undergo protonation at C6 followed by regioselective amination at C5 with a variety of primary and secondary amines. The addition takes place stereoselectively <i>anti</i> to the metal center, producing exclusively <i>cis</i>-disubstituted products. The resulting 1,2,5,6-tetrahydropyridines can be successfully liberated by oxidation, providing a route to novel molecules of potential medicinal interest.2020-01-01T00:00:00Z2020 Jun2025-04-04T08:29:20.96Z2020-07-05T07:08:17ZS-EPMC73275043243432510.1021/acs.joc.0c00853