A general method for alkylating 2(5H)-furanones; reduction of products to 3-, 2,3-, and 3,4-substituted furans |
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| Authors: | SW Pelletier Z Djarmati SD Lajsˇić IV Mic´ovic´ DTC Yang |
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| Institution: | Natural Products Laboratory, Department of Chemistry, University of Georgia, Athens, GA 30602, U.S.A. |
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| Abstract: | The cycloaddition of diazoalkanes, diazoesters and diazoketones to 2(5H)-furanones followed by thermal decomposition of the respective adducts is shown to provide a general method for the preparation of a variety of alkylated 2(5H)-furanones. Reduction of the latter compounds with diisobutylaluminum hydride affords the corresponding substituted furans in good yield. |
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