Enantioselective syntheses of aeruginosin 298-A and its analogues using a catalytic asymmetric phase-transfer reaction and epoxidation

Takashi Ohshima, Vijay Gnanadesikan, Tomoyuki Shibuguchi, Yuhei Fukuta, Tetsuhiro Nemoto, Masakatsu Shibasaki

Research output: Contribution to journalArticle

80 Citations (Scopus)

Abstract

We developed a versatile synthetic process for aeruginosin 298-A as well as several attractive analogues, in which all stereocenters were controlled by a catalytic asymmetric phase-transfer reaction and epoxidation. Furthermore, drastic counteranion effects in phase-transfer catalysis were observed for the first time, making it possible to three-dimensionally fine-tune the catalyst (ketal part, aromatic part, and counteranion).

Original languageEnglish
Pages (from-to)11206-11207
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number37
DOIs
Publication statusPublished - Sep 17 2003
Externally publishedYes

All Science Journal Classification (ASJC) codes

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

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