Catalytic and Asymmetric Fluorolactonisations of Carboxylic Acids through Anion Phase Transfer |
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| Authors: | Dr Dixit Parmar Dr Modhu Sudan Maji Prof?Dr Magnus Rueping |
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| Affiliation: | Institut für Organische Chemie, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany), Fax: (+49)?241‐8092665 |
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| Abstract: | Catalytic fluorolactonisations of aromatic carboxylic acids have been developed. The reactions proceed under mild conditions using the commercially available reagent Selectfluor. A weak phase transfer of the reagent mediated by Na2CO3 allows the reaction to be conducted in non‐polar solvents. Furthermore, by the use of a catalytic amount of (DHQ)2PHAL (hydroquinine 1,4‐phthalazinediyl diether), the first asymmetric fluorolactonisation has been achieved. The corresponding isobenzofuran core can be found in many biologically active molecules. |
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| Keywords: | asymmetric synthesis carboxylic acids cyclisation fluorination lactones |
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