Diastereoselective synthesis of stable phosphorus ylides by a three-component reaction between triphenylphosphine, dialkyl acetylenedicarboxylates and 3-(arylsulfonylhydrazono)butanoates

摘要

Protonation of the reactive 1:1 intermediate produced in the reaction between dialkyl acetylenedicarboxylates and triphenylphosphine by 3-(arylsulfonylhydrazono)butanoates leads to vinylphosphonium salts which undergo Michael addition with the conjugate base of the CH-acid to produce highly functionalised, salt-free phosphorus ylides in a diastereoselective manner and excellent yields.