Highly efficient total synthesis of (+)-citreoviral

Yoshihisa Murata, Tomoyuki Kamino, Toshiaki Aoki, Seijiro Hosokawa, Susumu Kobayashi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Only eight steps were required for the total synthesis of (+)-citreoviral (3) from chiral imide 1 in 18% overall yield. The key steps included a highly anti-selective aldol reaction, the stereoselective iodolactonization of a γ,δ-unsaturated β-hydroxyimide, and an intramolecular S N2 reaction of a tertiary alcohol to form intermediate 2.

Original languageEnglish
Pages (from-to)3175-3177
Number of pages3
JournalAngewandte Chemie - International Edition
Volume43
Issue number24
DOIs
Publication statusPublished - 2004 Jun 14

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Keywords

  • Alcohols
  • Aldol reaction
  • Lactones
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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