
%0 Journal Article
%A Mocerino, M 
%A Stick, RV 
%T The Synthesis of (2S,3R)-2-Hydroxymethylpiperidin-3-ol, a Fragment of the Alkaloid Swainsonine
%J Australian Journal of Chemistry
%D 1990/07/01
%V 43
%N 7
%P 1183-1193
%K 
%R https://doi.org/10.1071/CH9901183
%U https://www.publish.csiro.au/paper/CH9901183 
%X Methyl &#945;- and &#946;-D-galactopyranoside have been converted into methyl 4,6-di-O-benzyl-2,3-dideoxy-&#945;- and -&#946;-D-threo-hexoside , and subsequent treatment with ethanedithiol gives the same alcohol. Tosylation and azide displacement gives, after hydrolysis, an azido aldehyde which is transformed under reducing conditions into the title piperidine . The synthetic piperidine is an ineffective inhibitor of &#945;-D- mannosidase. 
