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A short synthesis of gabosine I from [delta]-D-gluconolactone is achieved in four steps, which has involved a one-pot TPAP oxidation-[K.sub.2]-C[O.sub.3]-mediated intramolecular Horner-Wadsworth-Emmons (HWE) olefination as the key step. The regioselective acetylation of the primary alcohol in gabosine I have furnished gabosine G.

An alternative synthesis of 1,1'-bis-valienamine 5, which was demonstrated to be a potent trehalase inhibitor, has been achieved from u-glucose in 12 steps with 15% overall yield via enone 12 as the key intermediate, involving a direct aldol reaction of a glucose-derived diketone and a palladium-catalyzed allylic coupling reaction as the key steps. [ABSTRACT FROM AUTHOR]