A facile route to 5-alkyl-2(3H)-furanones by photoisomerisation of enedicarbonyl compounds |
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Authors: | M. D Auria,A. De Mico,G. Piancatelli,A. Scettri |
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Affiliation: | Centro CNR per lo Studio della Chimica delle Sostanze Naturali, c/o Istituto di Chimica Organica, Università di Roma, P(ZZA) A. Moro, 5, Roma, Italy |
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Abstract: | A new and useful synthesis of a title compounds is reported. They can be obtained easily by photocyclization of enedicarbonyl compounds 3 and 4. A different behaviour, ascribed to the geometry of a double bond, is observed; 3 are converted only to butenolides 5, while trans-isomers 4 are converted into alkyl-furyl-ketones 5 and 6. A possible mechanism is described. |
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