A Highly Divergent Synthesis of 3-Aminotetrahydropyridines.
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ABSTRACT:
SUBMITTER: Wilde JH
PROVIDER: S-EPMC7327504 | biostudies-literature | 2020 Jun
REPOSITORIES: biostudies-literature
Publications
A Highly Divergent Synthesis of 3-Aminotetrahydropyridines.
Wilde Justin H JH Dickie Diane A DA Harman W Dean WD
The Journal of organic chemistry 20200604 12
Dihapto-coordinate 1,2-dihydropyridine complexes of the metal fragment {WTp(NO)(PMe<sub>3</sub>)} (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 oxid ...[more]
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