title: Rhodium-catalyzed dynamic kinetic asymmetric transformations of racemic allenes by the [3+2] annulation of aryl ketimines.
abstract: Racemization required: Rhodium(I)-catalyzed C-H activation directed by unprotected ketimines initiates selective [3+2] cycloaddition with allenes, providing access to highly substituted indenylamines. The reaction proceeds through the dynamic kinetic asymmetric transformation of racemic allenes. The catalyst controls the enantio- and diastereoselectivity, the regioselectivities of the C-H activation and allene incorporation, as well as the E/Z ratio.
authors: Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa.
authors: Duc N
authors: DN
authors: Tran
authors: Nicolai
authors: N
authors: Cramer
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D007700:Kinetics; D009570:Nitriles / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D001555:Benzene Derivatives; D007097:Imines; D009570:Nitriles; C542835:ketimine; C025947:propadiene; D012238:Rhodium
keywords: CH activation; DYKAT; allenes; asymmetric catalysis; rhodium