Spiroketals of monosaccharides by dye-sensitized photooxygenation of furyl ketoses

•The photooxygenation of novel sugar-furans followed by sulfide reduction is reported.•Novel spiroketals of monosaccharides are synthesized through a one-pot procedure.•The synthetic strategy presented for spiro compounds is based on a green process.•The synthesis of novel furyl ketoses is depicted.

[4+2] Cycloaddition of singlet oxygen to suitably substituted furans followed by reduction of the corresponding endoperoxides afforded functionalized enediones which quickly cyclized into the titled spiroketals. The reported method represents a green synthetic one-pot procedure for novel [6,6]-, [5,6]-, and [5,5]-spiroketals of sugars.

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