Stereoselective synthesis of 3-deoxy-piperidine iminosugars from l-lysine

N Moriyama, Y Matsumura, M Kuriyama…

Index: Moriyama, Noriaki; Matsumura, Yoshihiro; Kuriyama, Masami; Onomura, Osamu Tetrahedron Asymmetry, 2009 , vol. 20, # 23 p. 2677 - 2687

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Citation Number: 9

Abstract

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 ...

~91%

~98%

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