Abstract
ABSTRACT 1,2:3,4-Di-O-Isopropylidene-α-D-galactohexodialdo-1,5-pyranose and its C-7, C-8, and C-9 homologues react with the title phosphorane in toluene at room temperature to give the corresponding olefins in good yield and variable E /Z selectivity depending on the dialdose employed. The highest numbered terminus of these thiazole-masked alkene sugars is transformed into a dideoxy undecadialdose by a one-pot reduction of the ethylenic double bond and deblocking of the formyl group from the thiazole ring.
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