2-O-Benzhydryl-3,4-(S)-O-benzylidene-<scp>D</scp>-lyxono-1,4-lactone

X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzylidene-d-xylono-1,4-lactone with diphenyldiazomethane proceeded smoothly to give the title compound, C25H22O5, with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two molecules present in the asymmetric unit (Z′ = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations.

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2-O-Benzhydryl-3,4-(S)-O-benzylidene-D-lyxono-1,4-lactone

Cited by 2 publications

References 8 publications

High yield protection of alcohols, including tertiary and base sensitive alcohols, as benzhydryl ethers by heating with diphenyldiazomethane in the absence of any other reagent

High yield protection of alcohols, including tertiary and base sensitive alcohols, as benzhydryl ethers by heating with diphenyldiazomethane in the absence of any other reagent

2-O-Benzhydryl-3,4-(S)-O-benzylidene-D-xylono-1,4-lactone

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