N‐Heterocyclic Carbene Catalyzed Formal [3+2] Annulation Reaction of Enals: An Efficient Enantioselective Access to Spiro‐Heterocycles

Chang Guo, Michael Schedler, Constantin G. Daniliuc, Frank Glorius

Angewandte Chemie International Edition · 2014 · 192 citations · 79 references

Abstract

A highly enantioselective N-heterocyclic carbene (NHC) catalyzed formal [3+2] annulation of α,β-unsaturated aldehydes with azaaurones or aurone generating spiro-heterocycles has been developed. The protocol represents a unique NHC-activation-based approach to access spiro-heterocyclic derivatives bearing a quaternary stereogenic center with high optical purity (up to 95% ee).

References

79