An improved synthetic method for dL-griseofulvin and its 2-S-analogue

Masatoshi Yamato, Yasuo Takeuchi, Hideo Tomozane

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

An improved synthetic method for ifl-giseofulvin (4) and its 2'-S-analogue 8 has been developed. 7-Chloro-4,6-dimethoxy-2-[5-methoxy-l -methylthio-3-oxohexylidene]-3 (2H)-benzofuranone (7), prepared by reaction of the corresponding 3 (2H)-benzofur-anone with l,l-bis(methylthio)-5-methoxy-l-hexen-3-one (6), undergoes stereoselective intramolecular cyclization when treated with activated alumina in refluxing diethyl ether. The product, the 2'-5'-analogue of dl-griseofulvin 8, is converted to dl-griseofulvin (4) in good yield.

Original languageEnglish
Pages (from-to)569-570
Number of pages2
JournalSynthesis (Germany)
Volume1990
Issue number7
DOIs
Publication statusPublished - Jan 1 1990

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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