ß-nitro xanthates as olefin precursors

Gilles Ouvry (1) , Béatrice Quiclet-Sire (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

(Matrix presented) Potassium O-ethyl xanthate readily adds to a,ß-unsaturated nitro compounds to give stable ß-nitro xanthates, which undergo tin-free elimination to form olefins in good yield and good E selectivity upon simple heating with lauroyl peroxide in refluxing 1,2-dichloroethane.

Domaines: Chimie organique

Gilles Ouvry, Béatrice Quiclet-Sire, Samir Z. Zard. ß-nitro xanthates as olefin precursors. Organic Letters, 2003, 5 (16), pp.2907-2909. ⟨10.1021/ol035027c⟩. ⟨hal-00954834⟩