The first enantioselective intramolecular aminocarbonylation of alkenes promoted by Pd(II)-spiro bis(isoxazoline) catalyst

Toshio Shinohara, Midori A. Arai, Kazuhiko Wakita, Takayoshi Arai, Hiroaki Sasai

研究成果: Article査読

74 被引用数 (Scopus)

抄録

The highly ligand acceleration effect of spiro bis(isoxazoline) ligand (SPRIX) on the Pd(II)-catalyzed intramolecular aminocarbonylation of alkenyl amine derivatives was realized. Furthermore, the chiral Pd(II)-SPRIX catalyst accomplished the first enantioselective intramolecular aminocarbonylation. The reaction of N-(2,2-dimethyl-pent-4-enyl)-p-toluenesulfonamide in the presence of Pd(II)-SPRIX catalyst and p-benzoquinone in methanol under a carbon monoxide atmosphere afforded [4,4-dimethyl-1-(p-toluene-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester in good yield with moderate enantioselectivity.

本文言語English
ページ(範囲)711-714
ページ数4
ジャーナルTetrahedron Letters
44
4
DOI
出版ステータスPublished - 2003 1月 20
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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