Abstract
| - Treatment of 2-deoxy-2-iodopyranoses under dehydrativeglycosylation conditions afforded pyranose glycals, 2-iodoglycals, and 1,1‘-disaccharides instead of the expectedglycoside products. While the product distribution revealedthat this reaction is very sensitive to the configuration ofthe 2-deoxy-2-iodopyranose, 2-iodopyranoid glycals can beobtained almost exclusively in good yields by employing3,4-O-isopropylidene as a cyclic bifunctional protectinggroup. The behavior of 2-deoxy-2-iodopyranoses during thedehydrative elimination reaction has been analyzed in detail.
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