Asymmetric Deprotonation of <i>N</i>-Boc Piperidine: React IR Monitoring and Mechanistic Aspects

Darren Stead, Giorgio Carbone, Peter O’Brien, Kevin R. Campos, Iain Coldham, Adam J. Sanderson

Journal of the American Chemical Society · 2010 · 162 citations · 17 references

Concepts

Abstract

The high yielding asymmetric deprotonation trapping of N-Boc piperidine is successfully realized using s-BuLi and a (+)-sparteine surrogate. Monitoring of the lithiation by in situ React IR allowed the direct observation of a prelithiation complex.

References

17