A New Type of Chiral Sulfinamide Monophosphine Ligands: Stereodivergent Synthesis and Application in Enantioselective Gold(I)‐Catalyzed Cycloaddition Reactions

Zhan‐Ming Zhang, Peng Chen, Wenbo Li, Yanfei Niu, Xiao‐Li Zhao, Junliang Zhang

Angewandte Chemie · 2014 · 93 citations · 42 references

Concepts

Abstract

Abstract A simple, new type of chiral sulfinamide monophosphines, the so‐called Ming‐Phos ligands, is reported; these ligands could be easily prepared from inexpensive and commercially available starting materials. The Ming‐Phos ligands performed well in the enantioselective gold‐catalyzed cycloaddition reaction of 2‐(1‐alkynyl)‐alk‐2‐en‐1‐ones with nitrones. Both enantiomers of the products could be obtained in good yields and with excellent diastereo‐ and enantioselectivity through transformations that were catalyzed by gold complexes derived from two diastereomers of Ming‐Phos ligand M5 (Ar=1‐naphthyl).

References

42