Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with β-tetronic acid bromide: efficient synthesis of cleviolide |
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| Authors: | John Boukouvalas Sébastien Côté Bruno Ndzi |
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| Institution: | Département de Chimie, Université Laval, Quebec City, Que., Canada G1K 7P4 |
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| Abstract: | A mild and convenient synthesis of 4-(1-alkynyl)-2(5H)-furanones has been achieved by Sonogashira or Heck-type alkynylation of β-tetronic acid bromide. As an illustration of this methodology, the natural product cleviolide was prepared in two steps and 78% overall yield. |
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| Keywords: | Cleviolide Cross-coupling Heck alkynylation Sonogashira reaction β-Tetronic acid bromide |
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