Total syntheses of (+)-spiculoic acid A and (+)-zyggomphic acid, new marine natural products of polyketide origin

Daisuke Matsumura, Toshimasa Takarabe, Takumi Toda, Takashi Hayamizu, Kiyoto Sawamura, Ken Ichi Takao, Kin Ichi Tadano

研究成果: Article査読

6 被引用数 (Scopus)

抄録

The total syntheses of both natural (+)-spiculoic acid A and (+)-zyggomphic acid, new cytotoxic marine natural products of polyketide origin, have been accomplished for the first time. These syntheses were achieved by the highly stereoselective and high-yielding intramolecular Diels-Alder reaction of a functionalized (E,E,E)-2,7,9-dodecanal derivative to construct the core tetrahydroindan-2-one skeleton. A stereocongener of (+)-spiculoic acid A, i.e., the (2R,5S,6R)-isomer, was also synthesized. The details of these total syntheses are described.

本文言語English
ページ(範囲)6730-6745
ページ数16
ジャーナルTetrahedron
67
35
DOI
出版ステータスPublished - 2011 9月 2

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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