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

Michael T. Crimmins, Kyle A. Emmitte

Research output: Contribution to journalArticlepeer-review

47 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
DOIs
StatePublished - 2000

Keywords

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

Fingerprint

Dive into the research topics of 'An efficient strategy for the synthesis of α,α'-cis and trans- disubstituted medium ring ethers'. Together they form a unique fingerprint.

Cite this