Abstract
The S-methyl 3-O-dithiocarbonates
of 1,2:5,6-di-O-isopropylidene-α-D-galactofuranose and ?gulofuranose have been prepared and subsequently reduced
with tributylstannane to 3-deoxy-1,2:5,6-di-O-isopropylidene-μ- D-xylo-hexofuranose. Partial hydrolysis of this compound led
to the 5,6-diolwhich was deoxygenated at C 6 to form 3,6-dideoxy-1,2-O-
isopropylidene-α-D-xylo-hexofuranose, and subsequently
abequose on acid hydrolysis. A rationale has been proposed for the variations
in hydrolysis of di-O-isopropylidene-α-D-hexofuranoses and derivatives to
their 5,6-diols.
Cited by
46 articles.
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