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Saturated 2-nitrosugar derivatives ( 11 − 20 and 22 ) are easily synthesized by oxidation with m -CPBA of readily available corresponding 2-aminosugars ( 1 − 10 and 21 ), in excellent yield. Alkyl 4,6- O -benzylidene-2-deoxy-2-nitro- d -hexopyranosides suffer O -alkylation and O -acylation in the usual conditions. These 3- O -acetyl-2-nitrosugar derivatives gave the corresponding 2-nitroalkene derivative, which reacts in situ with nuclephiles in high stereoselectivity.
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Vega‐Pérez et al. (1997) studied this question.
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