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- Title
JoyaPhos: An Atropisomeric Teraryl Monophosphine Ligand.
- Authors
Castrogiovanni, Alessandro; Lotter, Dominik; Bissegger, Fabian R.; Sparr, Christof
- Abstract
A topologically well‐defined atropisomeric teraryl monophosphine ligand system, prepared by a highly stereoselective arene‐forming aldol condensation combined with a direct ester‐to‐anthracene transformation, is described herein. The ligands were evaluated for gold(I)‐catalyzed [2+2] cycloaddition and cycloisomerization reactions as well as a unique intramolecular Pd‐catalyzed C−N cross‐coupling for the atroposelective synthesis of a N‐aryl‐indoline bearing a C−N stereogenic axis. The ligand structure induced up to 95:5 stereoselectivity in the asymmetric allylic alkylation reaction and features an interesting dynamic behavior as observed by X‐ray crystallographic studies.
- Subjects
INTRAMOLECULAR catalysis; ALLYLIC alkylation; ALDOL condensation; RING formation (Chemistry); LIGANDS (Chemistry); STEREOSELECTIVE reactions
- Publication
Chemistry - A European Journal, 2020, Vol 26, Issue 44, p9864
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202001269