Linear synthesis of α,β-epoxysulfoxides

ORGN 703

Marco Antonio Perez Espino, lucka@prodigy.net.mx, Departamento de Ciencias Basicas, Universidad Autonoma Metropolitana, Av San Pablo 180, Col Reynosa Tamaulipas, Azcapotzalco, Mexico, AK 02200
The a,b-epoxysulfoxides ones are materials noncommercial that are used like intermediaries in the synthesis of carbonilic compounds, epoxides and alilic alcohols. They are prepared commonly by addition of the anion derived from 1-chloroalkylphenylsulfoxide to carbonilic compounds. This method has the disadvantage of come with low anantioselectivity the possibility of prepare the a,b-epoxysulfoxide by stereoselectivity way, has motivated to develop a procedure of linear synthesis (shown in attach figure) of a,b-epoxysulfoxides that uses thiophenol like start material. This procedure consist of fice steps based on classical organic reactions like addition, substitution, elimination and oxidation, and gives good yields of the wished product. In this contribution is shown the preliminary obtained results using racemic materials.