@article{oai:nagasaki-u.repo.nii.ac.jp:00015157, author = {Moriyama, Noriaki and Matsumura, Yoshihiro and Kuriyama, Masami and Onomura, Osamu}, issue = {23}, journal = {Tetrahedron: Asymmetry}, month = {Dec}, note = {A new method using electrochemical oxidation and/or OsO4 oxidation has been used for the stereoselective synthesis of 2,3,6-trihydroxylated (5S)-piperidine derivatives. The electrochemical method was successively used for the conversion of N-protected piperidines to N-protected 1-methoxypiperidines and for the conversion of 2,3-didehydro-1-methoxypiperidine derivatives to 2,3-trans-1,2,3-triacetoxypiperidine derivatives. These triacetates were easily transformed into (2S,3S)-6-triacetoxy-(5S)-methylpiperidine and (2R,3R)-6-triacetoxy-(5S)-methylpiperidine. In addition, the 2,3-cis-dihydroxylation of 2,3-didehydro-1-methoxypiperidine derivatives with OsO4 afforded (2R,3S)-6-triacetoxy-(5S)-methylpiperidine and (2S,3R)-6-triacetoxy-(5S)-methylpiperidine., Tetrahedron: Asymmetry, 20(23), pp.2677-2687; 2009}, pages = {2677--2687}, title = {Stereoselective synthesis of 3-deoxy-piperidine iminosugars from l-lysine}, volume = {20}, year = {2009} }