Piperidine Triols via Enantioselective Alkylation and Osmylation of Alanine Schiff Base Esters

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Abstract
Tandem reduction-alkenylation of Schiff base derivatives of optically pure α-amino esters, followed by catalytic osmylation of the resulting allylic threo-amino alcohols provides a facile route to galacto- and fuco-amino sugar derivatives. Subsequent cyclization (reductive amination) provides biologically interesting aza-sugar derivatives in high yield with excellent stereocontrol.

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