Wei-Liang Duan

Palladium-Catalyzed Asymmetric Addition of Diarylphosphines to Enones toward the Synthesis of Chiral Phosphines

An asymmetric addition of diarylphosphines to beta-substituted enones under mild conditions using a chiral pincer-palladium catalyst has been developed for the synthesis of chiral phosphines with excellent stereoselectivity (up to 99% ee).

Palladium‐Catalyzed Enantioselective CH Arylation for the Synthesis of P‐Stereogenic Compounds

A palladium-catalyzed enantioselective C-H arylation of N-(o-bromoaryl)-diarylphosphinic amides is described for the synthesis of phosphorus compounds bearing a P-stereogenic center. The method provides good enantioselectivities and high yields. The products were readily transformed into P-chiral biphenyl monophosphine ligands.

Palladium-catalyzed asymmetric addition of diarylphosphines to α,β-unsaturated sulfonic esters for the synthesis of chiral phosphine sulfonate compounds.

Highly stereoselective addition of diarylphosphines to α,β-unsaturated sulfonic esters catalyzed through a PCP pincer-Pd complex is developed to synthesize chiral phosphine sulfonic esters with excellent enantioselectivity (up to 99.5% ee). The transformation of the chiral adduct into a useful palladium phosphine sulfonate complex is also demonstrated.

Palladium-catalyzed 1,4-addition of secondary alkylphenylphosphines to α,β-unsaturated carbonyl compounds for the synthesis of phosphorus- and carbon-stereogenic compounds

Highly stereoselective 1,4-addition of alkylphenylphosphines to α,β-unsaturated carbonyl compounds catalyzed by PCP or NCN pincer–Pd complexes is described to synthesize chiral phosphorus compounds bearing both P- and C-stereogenic centers with good to excellent enantioselectivity (up to 99.6% ee).

Rhodium-catalyzed isomerization of unactivated alkynes to 1,3-dienes

A rhodium/binap complex has been found to effectively catalyze the isomerization of unactivated internal alkynes to the corresponding 1,3-dienes in the presence of an azomethine imine as the reaction promoter.

Palladium‐Catalysed C‐H Alkenylation of Arenes with Alkynes: Stereoselective Synthesis of Vinyl Chlorides via a 1,4‐Chlorine Migration

A directing group-free, ligand-promoted palladium-catalyzed C-H arylation of internal alkynes with simple arenes was developed. Alkenyl chlorides resulting from a 1,4-chlorine migration or trisubstituted alkenes were produced in moderate to good yields depending on the type of alkyne.