Stereoselective inverse conjugate addition of nitrogen and carbon nucleophiles to allenyl phosphine oxide. Synthesis of α,β-unsaturated phosphine oxides

Abstract

[EN] The reactivity of new three carbon synthon, generated in situ from the reaction of electrondeficient allenes with an appropriate phosphine as the catalyst, toward pronucleophilic reagents is described. Triphenylphosphine-catalyzed reaction of allenes derived from phosphine oxides with nitrogen- or carbonucleophiles gave the γ-addition product as a mixture of cis and trans isomers.