Total Synthesis of Tri-O-methylolivin

John H. Dodd, John E. Starrett, Steven M. Weinreb

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39 Scopus citations

Abstract

Olivin (2) is the aglycon of the antitumor antibiotic olivomycin A (1). A total synthesis of 3, the trimethyl ether of olivin, has been successfully achieved by a convergent route. The key β-methoxyenone synthon 15 was prepared from 3,5-dimethoxyphenylacetic acid (4) and ketal ester 5. Condensation of 15 and methyl orsellinate dimethyl ether gave tricyclic ketone 17 which was subsequently elaborated into 3.

Original languageEnglish (US)
Pages (from-to)1811-1812
Number of pages2
JournalJournal of the American Chemical Society
Volume106
Issue number6
DOIs
StatePublished - Mar 1 1984

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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    Dodd, J. H., Starrett, J. E., & Weinreb, S. M. (1984). Total Synthesis of Tri-O-methylolivin. Journal of the American Chemical Society, 106(6), 1811-1812. https://doi.org/10.1021/ja00318a043