A total synthesis of (+/-)-phomactin A

C.M. Diaper, William Goldring, G. Pattenden

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

A total synthesis of the PAF antagonist phomactin A (1), isolated from the marine fungus Phoma sp. is described. The synthesis is based on a Cr(II)/Ni(II) macrocyclisation from the aldehyde vinyl iodide 14, leading to the key phomactatrienol intermediate 16a, followed by elaboration of 16a to the epoxyketone 21, which undergoes spontaneous pyran and hemiacetal ring formation to 1 on deprotection with DDQ.
Original languageEnglish
Pages (from-to)3949-3956
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume1
Issue number22
DOIs
Publication statusPublished - 21 Nov 2003

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Chemistry(all)

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