An efficient strategy for the synthesis of α,α'-cis and trans- disubstituted medium ring ethers

Michael T. Crimmins, Kyle Allen Emmitte

Research output: Contribution to journalArticle

44 Scopus citations

Abstract

An asymmetric alkylation-ring-closing metathesis strategy was developed for the construction of α,α'-disubstituted medium ring ethers. The approach features an asymmetric alkylation of highly functionalized α-alkoxy acyl oxazolidinones followed by ring closure effected by Grubbs' ruthenium catalyst. The relationship between diene conformation and the rate of ring- closure was examined.

Original languageEnglish
Pages (from-to)899-903
Number of pages5
JournalSynthesis
Issue number6
StatePublished - 6 Jul 2000

Keywords

  • Asymmetric-alkylation
  • Cyclic ethers
  • Gauche effect
  • Marine natural products
  • Ring-closing metathesis
  • Ruthenium

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