The reduction of acetylated or benzoylated glycosyl halides or selcnides with low concentrations of lribulylstannane leads to 2-dcoxy sugars. An important step in this radicalchain reaction is the cis-selective migration or an ester group. The broad applicability of this method is demonstrated by thc synthesis of mono-and dideoxy sugars, or PI-and Pdeoxy sugars, of dcoxypyranoses and deoxyiuranoses, of dcoxypentosyl-and -hexosyl carbohydrates.
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