Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation

Kyoung Hoon Kim, Chan Kyu Jeong, Do Hoon Kim, Deok-Chan Ha

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

2-Pyrrolidinylmethyl-2′-diphenylphosphino-1,1′-binaphthyl has been found to be a highly reactive and enantioselective N,P-ligand in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylpropen-2-yl acetate with dimethyl malonate. This axially chiral binaphthyl-based homologated N,P-ligand can be conveniently prepared from enantiomerically pure binaphthol using a five-step reaction sequence, and provides for efficient asymmetric catalysis using the chirality of the binaphthyl skeleton alone.

Original languageEnglish
Pages (from-to)1688-1692
Number of pages5
JournalTetrahedron Asymmetry
Volume17
Issue number11
DOIs
Publication statusPublished - 2006 Jul 17

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alkylation
Alkylation
Ligands
ligands
Chirality
Palladium
synthesis
Catalysis
musculoskeletal system
chirality
Skeleton
catalysis
palladium
acetates
Acetates
methyl malonate

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation. / Kim, Kyoung Hoon; Jeong, Chan Kyu; Kim, Do Hoon; Ha, Deok-Chan.

In: Tetrahedron Asymmetry, Vol. 17, No. 11, 17.07.2006, p. 1688-1692.

Research output: Contribution to journalArticle

Kim, Kyoung Hoon ; Jeong, Chan Kyu ; Kim, Do Hoon ; Ha, Deok-Chan. / Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation. In: Tetrahedron Asymmetry. 2006 ; Vol. 17, No. 11. pp. 1688-1692.
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