A direct stereoselective approach to trans-2,3-disubstituted piperidines: application in the synthesis of 2-Epi-CP-99,994 and (+)-epilupinine.
A simple synthesis of enantiomerically pure piperidine esters is described, offering a straightforward access to the trans-2,3-disubstituted piperidine skeleton which is present in a broad range of biologically active compounds.
Ahari
M'hamed
M
Institut de Chimie Moléculaire de Reims, CNRS (UMR 6229), Université de Reims, Reims Cedex 2, France.
Perez
Amandine
A
Menant
Christine
C
Vasse
Jean-Luc
JL
Szymoniak
Jan
J
D003500:Cyclization; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013034:Sparteine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D000093843:Quinolizidine Alkaloids
D010880:Piperidines; D013034:Sparteine; C080755:3-(2-methoxybenzylamino)-2-phenylpiperidine; C015971:lupinine; D000093843:Quinolizidine Alkaloids