Studies toward the total synthesis of gambieric acids: Convergent synthesis of the GHIJ-ring fragment having a side chain

Koichi Tsubone, Keisuke Hashizume, Haruhiko Fuwa, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

A stereocontrolled synthesis of the GHIJ-ring fragment having a side chain of gambieric acids, which are potent antifungal polycyclic ether natural products, has been achieved. The synthesis features convergent assembly of the tetracyclic polyether skeleton by using aldol coupling and stereoselective construction of the J-ring side chain by a cerium chloride-promoted Julia-Kocienski reaction.

Original languageEnglish
Pages (from-to)548-551
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number4
DOIs
Publication statusPublished - 2011 Jan 26

Keywords

  • Aldol coupling
  • Gambieric acids
  • Julia-Kocienski reaction
  • Polycyclic ethers

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