Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 29, Pages 10634-10637Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja405833m
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Funding
- NIH NIGMS [R01 GM073072]
- Basque Government
- UPV/EHU [UFI QOSYC 11/22]
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A dual activation strategy integrating N-heterocyclic carbene (NHC) catalysis and a second Lewis base has been developed. NHC-bound homoenolate equivalents derived from alpha,beta-unsaturated aldehydes combine with transient reactive o-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.
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