A novel approach to functionalised piperidines is described through a [3+3]
cycloaddition reaction of aziridines with Pd-trimethylenemethane complexes
. Importantly, the employment of enantiomerically pure aziridines (prepared
in three steps from the appropriate amino acids) allows the corresponding
piperidines to be furnished in enantiomerically pure form. Additionally, th
e application of this technique in the total synthesis of (-)-pseudoconhydr
ine is described.