Cyclization of a chiral oxazolidine as a key-step for the synthesis of functionalized piperidines

Article abstract of DOI:10.1016/0040-4039(96)00767-8

Bicyclic oxazolidine 6, a potential precursor for the synthesis of enantiopure piperidines and indolizidines, was synthesized from (R)-phenylglycinol. A stereoselective addition of cyanide anion on this compound afforded ultimately (2S,3S)-3-hydroxypipecolic acid 9.