CHIMIA (Apr 2012)

Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp3)-H Activation

  • Masafumi Nakanishi,
  • Dmitry Katayev,
  • Céline Besnard,
  • E. Peter Kündig

DOI
https://doi.org/10.2533/chimia.2012.241
Journal volume & issue
Vol. 66, no. 4

Abstract

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New sterically hindered chiral N-heterocyclic carbene (NHC) ligands were used in palladium catalysis to bring about a highly enantioselective C(sp3)-H activation on the methylene site of a cycloalkane moiety. The intramolecular coupling reaction of a prochiral N-aryl-N-cycloalkyl methyl carbamate required high temperatures (140–160 °C) and afforded highly enantioenriched trans-2,3-fused indolines.

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