Palladium Catalyzed Asymmetric 1,4-addition Of Diarylphosphines To ?,?-unsaturated Sulfamides

One of the most challenging tasks in curre nt organic synthesis is to develop efficient methods of accessing enantiomerically pure compounds from readily available starting materials.Among various synthetic methods,asymmetric catalysis is most attractive.Because of the importance of chiral phosphine compounds in pharmaceutical chemistry and organic synthesis,chemists have begun to use asymmetric catalysis to obtain chiral phosphine compounds to meet the needs of production and scientific research.In order to enrich the methods of synthesizing chiral phosphine compounds,we have studied the asymmetric addition reaction of diarylphosphines to ?,?-unsaturated sulfamides.By optimizing the experimental conditions,it was confirmed that asymmetric 1,4-addition reaction of diarylphosphines to ?,?-unsaturated sulfamides with the highest yield of 88% and ee value of 98% could be achieved.The reaction used 2 mol% Pincer-Pd as the catalyst and toluene as the solvent at-40 ?.The chiral phosphine sulfamide compounds can be successfully synthesized by direct construction of carbon-phosphorus bonds,which provides an efficient and convenient method for obtaining chiral phosphine sulfonate ligands.The products can be converted into the corresponding chiral phosphine sulfonate compounds under the action of sodium methoxide and can also be complexed with gold and ruthenium to obtain chiral metal complex with potential value.