Stereo- and regiocontrolled construction of trisubstituted piperidines using a TpMo(CO)(2)(dihydropyridine) scaffold (Tp = hydridotrispyrazolylborate).
Cationic TpMo(CO)(2)(dihydropyridine) complexes (Tp = hydridotrispyrazolylborate), readily generated from 3-oxo-3, 6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester, represent scaffolds from which (by judicious choice of demetalation conditions) either 2,3,6- or 2,5,6-trisubstituted-1,2,3, 6-tetrahydropyridines can be prepared in a regio- and stereodefined way.
Moretto
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AF
Sanford S. Atwood Chemistry Center, Emory University, 1515 Pierce Drive, Atlanta, Georgia 30322, USA.
Liebeskind
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LS
D009682:Magnetic Resonance Spectroscopy; D010880:Piperidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D010880:Piperidines