Enantioselective total synthesis of sacrolide A

Tomoyo Mohri, Yusuke Ogura, Ryo Towada, Shigefumi Kuwahara

研究成果: Article査読

4 被引用数 (Scopus)

抄録

An enantioselective total synthesis of sacrolide A, an antimicrobial and cytotoxic fourteen-membered macrolactonic oxylipin isolated from an edible freshwater cyanobacterium, has been accomplished from a known carboxylic acid in 20% overall yield by a concise ten-step sequence. The key transformations include chiral oxazolidinone-based diastereoselective installation of two hydroxy-bearing stereocenters, the Horner–Wadsworth–Emmons olefination to construct the full carbon skeleton, and the Shiina macrolactonization to establish the fourteen-membered macrolide structure.

本文言語English
ページ(範囲)4011-4013
ページ数3
ジャーナルTetrahedron Letters
58
42
DOI
出版ステータスPublished - 2017 1 1

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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