期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 39, 页码 10515-10519出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201405178
关键词
carbenes; dual catalysis; quaternary centers; spiro compounds; umpolung
资金
- Alexander von Humboldt Foundation
- European Research Council under European Community [25936]
- DFG
- NRW Graduate School of Chemistry
A sterically hindered homoenolate has been generated by the NHC-catalyzed conjugate umpolung of beta,beta-disubstituted enals and successfully employed in a facile stereoselective annulation with isatins. The strategy provides efficient access to spirocyclic oxindoles bearing two highly congested contiguous quaternary carbon centers. The use of a Bronsted acid cocatalyst was found to be crucial for guaranteeing both excellent reactivity and high stereoselectivity.
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