M. Dockner et al., ENANTIOSPECIFIC SYNTHESIS OF 2,5-DISUBSTITUTED PIPERIDINE-DERIVATIVES- SYNTHESIS OF (-PSEUDOCONHYDRINE()), Liebigs Annalen, (6), 1997, pp. 1267-1272
A novel methodology for the synthesis of any one of the four stereoiso
mers of a 2,5-disubstituted piperidine in optically pure form is descr
ibed, starting from readily available chiral building blocks 10 and 11
(or their antipodes). The utility of this approach is demonstrated in
the total synthesis of (+)-pseudoconhydrine hydrochloride, the struct
ure of which was confirmed by X-ray analysis.