Stereocontrolled Total Synthesis of (-)-Isocelorbicol and Its Elaboration to Natural Dihydro-β-agarofuran Esters

Tomoyo Mohri, Yusuke Takahashi, Eunsang Kwon, Shigefumi Kuwahara, Yusuke Ogura

研究成果: Article査読

抄録

The first total synthesis of four naturally occurring dihydro-β-agarofuran esters has been accomplished via a highly stereocontrolled 14-step access to their common core triol, (-)-isocelorbicol. A semipinacol rearrangement of an epoxy alcohol to install a quaternary carbon, diastereoselective conjugate reduction of a spirocyclic butenolide for the establishment of a methyl-bearing chiral center, and ring-closing metathesis to construct the decalin ring system were exploited as the key steps for the high-yielding synthesis of (-)-isocelorbicol.

本文言語English
ページ(範囲)9234-9238
ページ数5
ジャーナルOrganic letters
22
23
DOI
出版ステータスPublished - 2020 12 4

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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