A palladium catalyzed asymmetric desymmetrization approach to enantioenriched 1,3-disubstituted isoindolines
Dattatraya H Dethe1, Vimlesh Kumar1, Manmohan Shukla1
1Department of Chemistry, Indian Institute of Technology Kanpur Kanpur - 208016 India ddethe@iitk.ac.in.
Abstract:
Herein, we report the first palladium/MPAA catalyzed enantioselective C-H activation/[4 + 1] annulation of diarylmethyltriflamide and olefins to construct chiral cis-1,3-disubstituted isoindoline derivatives. The use of a readily accessible mono-N-protected amino acid as a chiral ligand improves the efficiency and enantioselectivity of the catalytic transformation. The developed method provides access to both enantiomers of a product using either d or l-phenylalanine derivative as a chiral ligand facilitating the synthesis of both optically active 1,3-disubstituted isoindoline derivatives.
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