Synthesis and absolute configuration of pyriculol.

DOI 被引用文献1件
  • SUZUKI Masanobu
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • SUGIYAMA Takeyoshi
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • WATANABE Masashi
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University Present address: Chugai Pharmaceutical Co., Ltd.
  • MURAYAMA Tetsuya
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • YAMASHITA Kyohei
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

この論文をさがす

抄録

A total synthesis of optically active pyriculol is described. The Wittig reaction between an aldehyde 19 and a triphenylphosphonium ylide 12 gave an intermediate 20. Successive treatment of 20 with p-toluenesulfonic acid, active manganese dioxide, and potassium carbonate gave (3'R, 4'S)-pyriculol (23), which was identical with natural pyriculol (1) in all respects. From this synthesis, the absolute stereochemistry of pyriculol (1) was determined to be 2-[(3'R, 4'S')-3/, 4'-dihydroxy(1'E, 5'E)-1', 5'-heptadienyl]-6-hydroxybenzaldehyde.

収録刊行物

被引用文献 (1)*注記

もっと見る

キーワード

詳細情報 詳細情報について

  • CRID
    1390001206468457728
  • NII論文ID
    110006323388
  • NII書誌ID
    AA00515312
  • DOI
    10.1271/bbb1961.51.1121
  • COI
    1:CAS:528:DyaL1cXhs1Oit7Y%3D
  • ISSN
    18811280
    00021369
    http://id.crossref.org/issn/00021369
  • 本文言語コード
    en
  • データソース種別
    • JaLC
    • Crossref
    • CiNii Articles
  • 抄録ライセンスフラグ
    使用不可

問題の指摘

ページトップへ