Synthesis of trans,trans,cis-fused tetracyclic skeleton via radical domino cyclization

Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji

研究成果: Article査読

5 被引用数 (Scopus)

抄録

Limonoids are characterized by a polycyclic structure and show a wide variety of bioactivities. In particular, mesendanin L, 12-hydroxyamoorastatone, and meliatoosenin F have unique structures containing a trans-A/B/C and cis-C/D-fused tetracyclic skeleton. We synthesized the core structure of these limonoids via Mn(OAc)3 and Cu(OAc)2-mediated radical domino cyclization of an acyclic tetraene precursor having a terminal β-keto ester. To the best of our knowledge, this is the first example of the radical-mediated construction of a 6/6/6/5-membered tetracyclic skeleton.

本文言語English
ページ(範囲)2316-2322
ページ数7
ジャーナルTetrahedron
73
16
DOI
出版ステータスPublished - 2017

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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