Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of beta-hydroxy-delta-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B

VK Aggarwal*, I Bae, Hee-Yoon Lee

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

48 Citations (Scopus)

Abstract

Catalytic and stoichiometric asymmetric sulfur ylide reactions were employed to prepare alkyl-aryl epoxide intermediates in a convergent manner. These epoxides were utilized in efficient syntheses of the mevinic acid analogue 1 and prelactone B. (C) 2004 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)9725-9733
Number of pages9
JournalTetrahedron
Volume60
Issue number43
DOIs
Publication statusPublished - 18 Oct 2004

Keywords

  • sulfur ylide
  • epoxides
  • mevinic acid
  • IN-SITU GENERATION
  • PRELACTONE-B
  • ENANTIOSELECTIVE SYNTHESIS
  • 3-HYDROXY-3-METHYLGLUTARYL-COENZYME-A REDUCTASE
  • PHOSPHAZENE BASE
  • DIAZO-COMPOUNDS
  • EPOXIDES
  • (+)-COMPACTIN
  • INHIBITORS
  • MEVINOLIN

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