The diastereoselective asymmetric total synthesis of NG-391, a neuronal cell-protecting molecule

Yujiro Hayashi*, Junichiro Yamaguchi, Mitsuru Shoji

*この研究の対応する著者

研究成果: Article査読

29 被引用数 (Scopus)

抄録

The stereocontrolled total synthesis of (+)-NG-391, a neuronal cell-protecting molecule, is described along with the determination of its absolute stereochemistry. The following reactions in this synthesis are particularly noteworthy: (1) The stereoselective construction of the conjugated (E,E,E,E,E)-pentaene from an (E,E,E)-alcohol using an IBX oxidation followed by stereoselective Horner-Emmons reaction. (2) The (E)-selective Knoevenagel condensation of a β-ketonitrile with a chiral 2-alkoxyaldehyde prepared from (S)-malic acid. (3) A diastereoselective epoxidation.

本文言語English
ページ(範囲)9839-9846
ページ数8
ジャーナルTetrahedron
58
49
DOI
出版ステータスPublished - 2002 12 2
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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