Simultaneous deprotection–oxidation of cyclic hemiacetals: a fine ending for a Ueno–Stork ATRC to dichloro-γ-lactones |
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Authors: | Fabrizio Roncaglia Franco Ghelfi Fulvia Felluga Valentina Poppi |
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Institution: | 1. Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Modena e Reggio Emilia, Via Campi 183, I-41125 Modena, Italy;2. Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Via L.Giorgeri 1, I-34127 Trieste, Italy |
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Abstract: | Recently we found that a copper catalysed Ueno–Stork cyclization can be a very useful means for the expedient synthesis of dichloro-γ-lactones, but, to take advantage of this step, the method still lacks of an efficient and selective follow-up. This Letter describes our progress in that field, unveiling the use of a supported and recyclable Cr(VI) catalyst for the simultaneous deprotection and oxidation of cyclic dichloro hemiacetals. |
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Keywords: | Radical cyclization Acetal Lactone Copper catalyst Oxidation |
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