Enantioselective syntheses of (R)-pipecolic acid, (2R,3R)-3-hydroxypipecolic acid, β-(+)-conhydrine and (−)-swainsonine using an aziridine derived common chiral synthonElectronic supplementary information (ESI) available. See DOI: 10.1039/c5ra06429e

Concise total syntheses of ( R )-pipecolic acid, ( R )-ethyl-6-oxopipecolate, (2 R ,3 R )-3-hydroxypipecolic acid and formal syntheses of β-(+)-conhydrine, (−)-lentiginosine, (−)-swainsonine and 1,2-di- epi -swainsonine have been accomplished starting from a common chiral synthon. The present strategy employs regioselective aziridine ring opening, Wittig olefination and RCM as the key chemical transformations. Concise total syntheses of ( R )-pipecolic acid, (2 R ,3 R )-3-hydroxypipecolic acid and formal syntheses of β-(+)-conhydrine, (−)-lentiginosine, (−)-swainsonine and -1,2-di- epi -swainsonine have been accomplished starting from a common chiral synthon.