Concise synthesis of (3R,4S)-3-hydroxy-4-metyl-γ-butyrolactone

Takashi Nishiyama, Toshiko Nishioka, Tomoyuki Esumi, Yoshiharu Iwabuchi, Susumi Hatakeyama

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

A three-step sequence involving highly stereoselective deconjugation of ethyl (E)-2-pentenoate, osmylation, and resolution by lipase-catalyzed enzymatic acetylation allowed an extremely expeditious synthesis of (3R,4S)-3-hydroxy-4-methyl-γ-butyrolactone with 90% ee, from which (-)-blastmycinolactol and (+)-blastmycinone were synthesized.

Original languageEnglish
Pages (from-to)69-72
Number of pages4
JournalHeterocycles
Volume54
Issue number1
DOIs
Publication statusPublished - 2001 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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