Quinolizidines. XXVI. : A Synthesis of (±)-Deplancheine

• 藤井 澄三

• 大場 正志

• 笹木 紀子

書誌事項

タイトル別名

• Quinolizidines. XXVI. A synthesis of (.+-.)-deplancheine.

抄録

A formal racemic synthesis of the Alstonia and Aspidosperma alkaloid deplacheine (12) has been achieved in the form of the synthesis of the tetracyclic methyl ketone 11 through the "3-acetylpyridine route." The route started with an initial quaternization of the ketal 5 with 2-(3-indolyl)ethyl bromide and proceeded through the intermediates 7 and 8.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 37 (10), 2822-2824, 1989

  公益社団法人 日本薬学会

キーワード

• quaternization
• pyridinium salt catalytic reduction
• piperidine mercuric acetate-edetic acid oxidation
• oxidative cyclization
• deketalization
• sodium borohydride reduction
• indoloquinolizidine alkaloid synthesis

詳細情報

• CRID: 1390001204165725312
• NII論文ID: 110003627336
• NII論文ID: 130003944639
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.37.2822
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://hdl.handle.net/2297/7668
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/37/10/37_10_2822/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • IRDB
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可