An N-Ar axially chiral mimetic. A new approach to ligand design for asymmetric catalysis

  • Kondo K
  • Kazuta K
  • Fujita H
 et al. 
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Abstract

A new-type chiral ligand, (S)-N-[2-(diphenylphosphino)naphthyl]-2-(pyrrolidinylmethyl)piperidine mimicking N-Ar axial chirality, has been developed. This chiral ligand was found to exhibit 99% ee with the use of (E)-1,3-diphenyl-2-propenyl acetate as the standard substrate, and achieved slightly better results than the Pfaltz and Trost ligands with the use of (E)-1-phenyl-3-trimethylsilyl-2-propenyl acetate as the substrate, in the palladium-catalyzed asymmetric allylic substitution. © 2002 Elsevier Science Ltd. All rights reserved.

Author-supplied keywords

  • Asymmetric catalyst
  • Chiral mimetic
  • N-Ar axial chirality
  • P, N-ligand
  • Palladium-catalyzed allylic substitution

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Authors

  • Kazuhiro Kondo

  • Kumiko Kazuta

  • Hiroko Fujita

  • Yohko Sakamoto

  • Yasuoki Murakami

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