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

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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.

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Kondo, K., Kazuta, K., Fujita, H., Sakamoto, Y., & Murakami, Y. (2002). An N-Ar axially chiral mimetic. A new approach to ligand design for asymmetric catalysis. Tetrahedron, 58(26), 5209–5214. https://doi.org/10.1016/S0040-4020(02)00507-0

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