title: Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)-H activation/cyclisation.
abstract: The first example of the enantioselective methyl C-H activation by an intramolecular ArPdX species and subsequent cyclisation was developed. Palladium catalysts using commercially available chiral diphosphines yield good ee's (up to 93% ee) in the synthesis of 2-methyl indolines from 2-halo N-isopropyl anilides. This approach was also employed for the synthesis of enantioenriched cyclohexyl fused indolines with moderate enantioselectivities.
authors.affiliation: Institut de Chimie Moléculaire et des Matériaux d'Orsay (UMR 8182, CNRS), Laboratoire de Catalyse Moléculaire, Université Paris-Sud, 91405 Orsay, France.
authors.forename: Saithalavi
authors.initials: S
authors.lastname: Anas
authors.forename: Alex
authors.initials: A
authors.lastname: Cordi
authors.forename: Henri B
authors.initials: HB
authors.lastname: Kagan
mesh_terms: D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D010720:Phosphines; D010165:Palladium; C057812:indoline