Synthetic studies on fully substituted γ-pyrone-containing natural products: The first total synthesis of onchitriol II

Hirokazu Arimoto, Shigeru Nishiyama, Shosuke Yamamura

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

The first total synthesis of onchitriol II, a cytotoxic metabolite of mollusc Onchidium sp., is described. It employs mild cyclization method [DMSO - (COCl)2 or Ph3P - CCl4] of triketides bearing optically active functional groups to the corresponding γ-pyrones as a key step. Additional synthesis of some diastereoisomers provided a possibility to revise the structure of closely related onchitriol I.

Original languageEnglish
Pages (from-to)9581-9584
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number51
DOIs
Publication statusPublished - 1994 Dec 19
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthetic studies on fully substituted γ-pyrone-containing natural products: The first total synthesis of onchitriol II'. Together they form a unique fingerprint.

Cite this