A Dual Lewis Base Activation Strategy for Enantioselective
Carbene-Catalyzed Annulations
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Abstract
A dual activation strategy integrating
N-heterocyclic carbene (NHC)
catalysis and a second Lewis base has been developed. NHC-bound homoenolate
equivalents derived from α,β-unsaturated aldehydes combine
with transient reactive <i>o</i>-quinone methides in an
enantioselective formal [4 + 3] fashion to access 2-benzoxopinones.
The overall approach provides a general blueprint for the integration
of carbene catalysis with additional Lewis base activation modes