73 非環状アミドアルカロイドならびに大環状ラクタムアルカロイドの新合成研究

• 長尾 善光

  京大・化研

• 瀬野 薫

  京大・化研

• 宮坂 忠与

  京大・化研

• 川端 浩二

  京大・化研

• 高尾 佐知子

  京大・化研

• 藤田 栄一

  京大・化研

書誌事項

タイトル別名

• 73 STUDIES ON A NEW SYNTHESIS OF THE ACYCLIC AMIDE AND MACROCYCLIC LACTAM ALKALOIDS

抄録

An efficiently monitored aminolysis of 3-acylthiazolidine-2-thione (1) has been found to give a very high yield of amide (6). Experimental results are shown in Table 2. The similar aminolysis of 3-hexadecanoylthiazolidine-2-thione (1c) with many kinds of aminoalcohols resulted in the chemospecific formation of the desired hydroxyamides in satisfactory yields. (See Table 3.) Subsequently, naturally occurring amide alkaloids, fagaramide (14), dolichotheline (16), and maytenine (18) were synthesized in good yields by the application of the foregoing aminolysis. Synthesis of macrocyclic lactams was also successfully carried out. (See Table 4.) The total synthesis of codonocarpine (37), a macrocyclic spermidine alkaloid,utilizing this aminolysis as a key step is now in progress.

収録刊行物

• 天然有機化合物討論会講演要旨集

  天然有機化合物討論会講演要旨集 22 (0), 554-561, 1979

  天然有機化合物討論会実行委員会

詳細情報

• CRID: 1390282681049381760
• NII論文ID: 110006678100
• DOI: 10.24496/tennenyuki.22.0_554
• ISSN: 24331856
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可