Simple Chiral Diaminobinaphthyl Dilithium Salts for Intramolecular Catalytic Asymmetric Hydroamination of Amino‐1,3‐dienes

Julia Deschamp, Clarisse Olier, Emmanuelle Schulz, Régis Guillot, Jérôme Hannedouche, Jacqueline Collin

Advanced Synthesis & Catalysis · 2010 · 34 citations · 34 references

Concepts

Abstract

Abstract Simple and easily accessible chiral lithium amide salts are reported as efficient (pre)catalysts for the diastereo‐ [up to ( E : Z )=92:8] and enantioselective [up to 72% ee ( E )] hydroamination/cyclisation of conjugated primary aminodienes. These chiral lithium salts are straightforwardly prepared by in situ combination of an N ‐substituted ( R )‐(+)‐1,1′‐binaphthyl‐2,2′‐diamine ligand and a commercial methyllithium solution. Information on the solid‐state structure of these salts was obtained by X‐ray analysis of a single crystal.

References

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