Enantioselective synthesis of the medium ring ethers, tetrahydrooxepin, oxocane and hexahydrooxonin, of ciguatoxin. Extensive ring-expansion and chemoenzymatic desymmetrization strategy

Tohru Oishi, Megumi Maruyama, Mitsuru Shoji, Kenji Maeda, Naomi Kumahara, Shin Ichiro Tanaka, Masahiro Hirama

研究成果: Contribution to journalArticle査読

39 被引用数 (Scopus)

抄録

The extensive ring-expansion strategy for the synthesis of tetrahydrooxepin, oxocane, and hexahydrooxonin, which correspond to the D(E), I and F rings of ciguatoxin (CTX1B, 1). respectively, has been established. Chemoenzymatic acylation of the meso alcohols using a lipase provides an expeditious entry for the enantiomeric building blocks.

本文言語英語
ページ(範囲)7471-7498
ページ数28
ジャーナルTetrahedron
55
24
DOI
出版ステータス出版済み - 6 11 1999
外部発表はい

All Science Journal Classification (ASJC) codes

  • 生化学
  • 創薬
  • 有機化学

フィンガープリント

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