Total Synthesis of Amphirionin-4

Yusuke Ogura, Hikaru Sato, Shigefumi Kuwahara

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

An expeditious enantioselective total synthesis of amphirionin-4, a remarkably potent promoter of the proliferation of ST-2 cells, has been achieved from (±)-(E)-1,4-hexadien-3-ol by an 8-pot sequence that features the Sharpless kinetic resolution, iodoetherification, and the CBS reduction to install the stereocenters, utilization of four one-pot transformations to streamline the synthetic process, and the Stille coupling reaction at nearly the center of the target molecule to complete the total synthesis.

Original languageEnglish
Pages (from-to)2399-2402
Number of pages4
JournalOrganic letters
Volume18
Issue number10
DOIs
Publication statusPublished - 2016 May 20

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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