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

Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed

Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed

Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed

Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed

Copper-Catalyzed Trifluoromethylthiolation of Aryl Halides with Diverse Directing Groups

The expansion of cross-coupling components in Cu-catalyzed C–X bond forming reactions have received much attention recently. A novel Cu-catalyzed trifluoromethylthiolation of aryl bromides and iodides with the assistance of versatile directing groups such as pyridyl, methyl ester, amide, imine and oxime was reported. CuBr was used as the catalyst, and 1,10-phenanthroline as the ligand. By changing the solvent from acetonitrile to DMF, the coupling process could even take place at room temperature

Catalytic Asymmetric Formal Aza-Diels–Alder Reactions of α,β-Unsaturated Ketones and 3<i>H</i>‑Indoles

Asymmetric formal aza-Diels–Alder reactions with α,β-unsaturated ketones and 3<i>H</i>-indoles with disubstituted groups on the C3 position catalyzed by primary amine-thiourea bifunctional catalyst have been developed. The reactions produced chiral hexahydropyrido-[1,2-<i>a</i>]-indole-2-ones in high yields with excellent diastereo- and enantioselectivities

Organocatalytic Enantioselective Formal [4 + 2] Cycloaddition of Enones with Cyclic <i>N</i>‑Sulfonylimines and Methylene Chromene for Chiral Spirocyclic Compounds

A highly enantioselective synthesis of spirocycles and bridged rings has been developed through a formal [4 + 2] cycloaddition reaction between enones and <i>N</i>-sulfonylimines. The unprecedented strategy has been realized utilizing <i>N</i>-sulfonylimine as a novel dienophile through enamine–iminium tautomerism of <i>N</i>-sulfonylimine. In addition, a γ,ε-regioselective cycloaddition reaction proceeded by employing methylene chromene species as dienophiles

Diastereodivergent Catalytic Asymmetric Michael Addition of 2‑Oxindoles to α,β-Unsaturated Ketones by Chiral Diamine Catalysts

A diastereodivergent catalytic asymmetric Michael addition of 2-oxindoles to α,β-unsaturated ketones has been successfully developed with two complementary chiral diamine catalysts, affording chiral 3,3-disubstituted oxindoles with two adjacent chiral centers. Diastereodivergence has been realized through modifying substrates and utilizing different catalysts. Either <i>anti</i>-or <i>syn</i>-configured products possessing vicinal quaternary and tertiary stereogenic centers were produced with high enantioselectivities