Reaction de wittig-horner entre phosphonates et cyclohexenones β-substituees.

Abstract

Various procedures were attempted in order to prepare α,β,γ,δ-unsaturated nitriles via the Wittig-Horner reaction of β-substituted cyclohex-2-en-1-ones with diethyl cyanomethyl phosphonate. Among them, the one using NaH as base in refluxing THF gives only the products resulting from carbonyl attack, in good yields. The stereochemistry of the reaction is discussed.