Regioselective 1,6-conjugate addition of organocuprate reagents to gamma-alkylidenebutenolides

Anthony Vivien (1) , Alexandra Bartoli (1) , Jean-Luc Parrain (1) , Laurent Commeiras (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille

This work describes the study of behavior of the d-substituted and d-non-substituted exo-cyclic double bond of c-alkylidenebutenolides with dialkylcuprates. The addition reaction was found to be regioselec- tive to afford the 1,6-conjugate adduct up to 87% yield.

Mots clés: alkylidenebutenolides; 1 6-conjugate addition; organocuprate; lactone

Domaines: Chimie organique

Anthony Vivien, Alexandra Bartoli, Jean-Luc Parrain, Laurent Commeiras. Regioselective 1,6-conjugate addition of organocuprate reagents to gamma-alkylidenebutenolides. Tetrahedron Letters, 2020, 61 (6), pp.151472. ⟨10.1016/j.tetlet.2019.151472⟩. ⟨hal-02502536⟩