POLYSUBSTITUTED 4-PIPERIDONES AND 4-PIPERIDOLS: SYNTHESIS AND SPATIAL CONFIGURATION

Article abstract of DOI:10.1007/BF00965443

Triacetonamine was used to synthesize a series of highly substituted 4-piperidones and 4-piperidols.The spatial configuration of these compounds was determined.The anionoid addition to the carbonyl group of these piperidones proceeds through highly stereoselective equatorial attack.The position of the chair-chair-twist conformational equilibrium was determined for the polysubstituted 4-piperidols.