Palladium catalyzed reductive decarboxylation of allyl α-alkenyl-β-ketoesters. A new synthesis of (E)-3-alkenones |
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| Authors: | Valentine Ragoussis Alexandros Giannikopoulos |
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| Institution: | Department of Chemistry, Laboratory of Organic Chemistry, University of Athens, Panepistimiopolis Zographou, GR-157 71 Athens, Greece |
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| Abstract: | The reductive decarboxylation of α-alkenyl derivatives of allyl-β-ketoesters was achieved by use of palladium(0) catalyst generated in situ from Pd(OAc)2 and PPh3, with triethylammonium formate as the hydride source, in THF. The reaction proceeds smoothly and cleanly, with linear alkenyl derivatives of allyl-β-ketoesters, to afford (E)-3-alkenones in good to excellent yields (73-92%) and high stereoselectivity (>98%). |
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