Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 32, Pages 11044-11048Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201904774
Keywords
asymmetric catalysis; C-H activation; chiral NHC ligands; heterocycles; nickel
Categories
Funding
- Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung [157741] Funding Source: Medline
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An enantioselective nickel(0)-catalyzed C-H functionalization of indoles and pyrroles that does not require the typical Lewis basic directing groups is disclosed. The reaction provides access to valuable tetrahydropyridoindoles and tetrahydroindolizines in high yields and enantioselectivity under mild reaction conditions. The process is characterized by a clear endo-cyclization preference to yield the sought-after six-membered-ring products. Key for the success of the activation and selectivity in the cyclization was the development of a novel chiral SIPr carbene ligand analogue with very bulky flanking groups.
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