An efficient, asymmetric organocatalyst-mediated conjugate addition of nitroalkanes to unsaturated cyclic and acyclic ketones

Claire E. T. Mitchell, Stacey E. Brenner, Jorge García‐Fortanet, Steven V. Ley

Organic & Biomolecular Chemistry · 2006 · 95 citations · 36 references

Concepts

Abstract

5-Pyrrolidin-2-yltetrazole is a versatile organocatalyst for the asymmetric conjugate addition of nitroalkanes to enones. Using this catalyst, this transformation requires short reaction times, tolerates a broad substrate scope, and possibly proceeds via generation of an iminium species.

References

36