157. “Fused Indolines by Palladium-Catalyzed Asymmetric C—C Coupling Involving an Unactivated Methylene Group”
     M. Nakanishi, D. Katayev, C. Besnard, E.P. Kündig,
     Angew. Chem. Int. Ed. 2011, 50, 7438-7441.
     [ Corrigendum: Angew. Chem. Int. Ed. 2011, 50, 9775]

Selectivity at high temperatures: Bulky, thermally stable, chiral palladium complexes generated from N-heterocyclic carbenes (NHCs; see picture) were successfully applied to the synthesis of highly enantioenriched trans-fused indolines. Remarkably, this reaction occurs at elevated temperatures with excellent asymmetric recognition of an enantiotopic C—H bond in an unactivated methylene unit.

DOI : 10.1002/anie.201102639 

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