Novel Enantiocomplementary <i>C</i><sub>2</sub>‐Symmetric Chiral Bis(imidazoline) Ligands: Highly Enantioselective Friedel–Crafts Alkylation of Indoles with Ethyl 3,3,3‐Trifluoropyruvate

Shuichi Nakamura, Kengo Hyodo, Yuko Nakamura, Norio Shibata, Takeshi Toru

Advanced Synthesis & Catalysis · 2008 · 119 citations · 65 references

Concepts

Abstract

Abstract Enantioselective Friedel–Crafts alkylations of a variety of indoles with ethyl 3,3,3‐trifluoropyruvate catalyzed by novel chiral m ‐phenylenebis(imidazoline)‐copper(II) complexes or the bis(imidazoline)‐achiral acid combination afforded products with high enantioselectivity. Both enantiomers of indole derivatives can be prepared with high enantioselectivities by tuning the N‐substituents of the imidazoline.

References

65