BF3·OEt2-Assisted Ring Opening of Epoxides with Ylides Derived from the Phosphoniosilylation Products of Enones

摘要

The dipole reversal process utilizing the phosphoniosilylation reaction of alpha,beta-unsaturated carbonyl compounds with triphenylphosphine(Ph3P)and tert-hutyldimethylsilyl tri-flate(TBSOTf)has been successful for the various beta-functionalizations of alpha,beta-unsaturated carbonyl compounds.Success of this method is due to the fact that the ylides derived from the phosphoniosilylation products can serve as acylvinyl anion equivalents to react with diverse electro-philes.