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ChemInform Abstract: N-Heterocyclic Carbene Catalyzed [4 + 2] Annulation Reactions with in situ Generated Heterocyclic ortho-Quinodimethanes
- Source :
- ChemInform. 47
- Publication Year :
- 2016
- Publisher :
- Wiley, 2016.
-
Abstract
- An efficient strategy for the in situ generation of heterocyclic ortho-quinodimethanes (oQDMs) from 2-methyl-heteroarene-3-carboxylic esters by N-heterocyclic carbene (NHC) catalysis is disclosed. These heterocyclic oQDMs undergo highly enantioselective [4 + 2] annulation reactions with isatin-derived ketimines to afford optically pure heteroarene-fused δ-lactams bearing a quaternary stereogenic center. The main features of this reaction include challenging direct C(sp3)–H bond functionalizations, excellent enantioselectivities, readily available starting materials, mild reaction conditions, high efficiency, and operational simplicity.
Details
- ISSN :
- 09317597
- Volume :
- 47
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........76371ee75981d12e786f9d1eeadd4292