Conjugate Umpolung of β,β-Disubstituted Enals by Dual Catalysis with an N-Heterocyclic Carbene and a Brønsted Acid: Facile Construction of Contiguous Quaternary Stereocenters

A sterically hindered homoenolate has been generated by the NHC‐catalyzed conjugate umpolung of β,β‐disubstituted enals and successfully employed in a facile stereoselective annulation with isatins. The strategy provides efficient access to spirocyclic oxindoles bearing two highly congested contiguo...

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Veröffentlicht in:	Angewandte Chemie International Edition 2014-09, Vol.53 (39), p.10515-10519
Hauptverfasser:	Li, Jun-Long, Sahoo, Basudev, Daniliuc, Constantin-G., Glorius, Frank
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids - chemistry Aldehydes - chemistry carbenes Catalysis Cycloaddition Reaction dual catalysis Heterocyclic Compounds - chemistry Indoles - chemistry Methane - analogs & derivatives Methane - chemistry quaternary centers spiro compounds Spiro Compounds - chemistry Stereoisomerism umpolung
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