Highly Enantioselective Benzoin Condensation Reactions Involving a Bifunctional Protic Pentafluorophenyl-Substituted Triazolium Precatalyst

Louise Baragwanath, Christopher A. Rose, Kirsten Zeitler, Stephen J. Connon

The Journal of Organic Chemistry · 2009 · 159 citations · 32 references

Concepts

Abstract

Improved catalyst design by incorporating a hydrogen bond donating substituent to improve enantiocontrol together with an acidifying pentafluorophenyl substituent to enhance catalyst efficiency results in a triazolium ion precatalyst that promotes the asymmetric archetypal benzoin condensation with excellent efficiency and unprecedented enantioselectivity.

References

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