On the construction of 2-substituted 1,4-diacetoxybutadiene moiety: application to the synthesis of (±)-caulerpenyne |
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| Authors: | Laurent CommeirasMaurice Santelli Jean-Luc Parrain |
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| Institution: | Laboratoire de Synthèse Organique associé au CNRS (UMR 6009), Faculté des Sciences de Saint Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France |
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| Abstract: | The synthesis of 2-substituted 1,4-diacetoxybutadiene derivatives with a partial control of stereochemistry is described from two potentially precursor enals by a judicious choice of experimental conditions (Ac2O/DMAP in Et3N). These conditions have been successfully applied in the first total synthesis of caulerpenyne. |
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