Abstract
A stereospecific total synthesis of the title compound, 37, starting from diacetone glucose (9), is described. Key intermediates in the synthesis are 3-deoxy-5,6-anhydro-1,2-O-isopropylidene-glucofuranose (15), obtained in 55% yield from 9, and methyl 8-tert-butyldiphenylsilyl-9,11-O-isopropylidene-8R,9S,11R-trihydroxy-12-oxo-dodeca-5Z-enoate (33), an important intermediate in the synthesis of other oxidation products of arachidonic acid.
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