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A straightforward synthesis of (E)-δ-alkenyl-β,γ-unsaturated δ-lactones by a tandem ring-closing/cross-coupling metathesis process

Abstract : The access to (E)-δ-alkenyl-β,γ-unsaturated δ-lactones starting from 3-O-(1,4-pentadienyl) 3-butenoate has been investigated by using a tandem process including two different metathesis reactions. By this way, new structures, isomers of natural compounds like argentilactone, were isolated in good yields. Reconjugation of the internal CC bond can be achieved under basic conditions to give α-pyrones.
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https://hal-univ-lyon1.archives-ouvertes.fr/hal-03232802
Contributor : Marie-Alice Virolleaud <>
Submitted on : Saturday, May 22, 2021 - 3:27:48 PM
Last modification on : Friday, June 25, 2021 - 7:38:02 PM

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Marie-Alice Virolleaud, Cyril Bressy, Olivier Piva. A straightforward synthesis of (E)-δ-alkenyl-β,γ-unsaturated δ-lactones by a tandem ring-closing/cross-coupling metathesis process. Tetrahedron Letters, Elsevier, 2003, 44 (44), pp.8081-8084. ⟨10.1016/j.tetlet.2003.09.056⟩. ⟨hal-03232802⟩

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