Spiroketals of monosaccharides by dye-sensitized photooxygenation of furyl ketoses |
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Authors: | Flavio Cermola Rosalia SferruzzaMaria Rosaria Iesce |
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Affiliation: | Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario di M. Sant’Angelo, Via Cintia, 80126 Napoli, Italy |
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Abstract: | [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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Keywords: | Spiroketals Photooxygenation Singlet oxygen Glycosyl furans Sugars |
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