Diastereoselective synthesis of phosphonato esters by reaction between triphenylphosphite and acetylenic esters in the presence of NH-acid compounds

Abstract

The reaction of dialkyl acetylenedicarboxylates with N-H acids such as phthalimide and saccharin in the presence of triphenyl phosphite at room temperature led to stable phosphonato ester derivatives 3a-d. With respect to the Karplus equation and coupling constants, the configurations of compounds 3a-d were determined (2R*, 3S* and mirror image). ©ARKAT.