Recent Developments in the Stereochemistry of Cyclopropane Ring Opening

S. Sarel, J. Yovell, M. Sarel‐Imber*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

101 Scopus citations

Abstract

This review article deals with the stereochemistry of the following ring opening reactions: 1. Homoallylic rearrangement of secondary and tertiary cyclopropyl alcohols in the presence of electrophilic reagents, 2. The addition of carboxylic acids to vinylcyclopropanes, 3. The thermal rearrangement of vinylcyclopropanes into cyclopentenes. An account is also given of the NMR spectroscopic determination of the conformations of substituted vinylcyclopropanes.

Original languageEnglish
Pages (from-to)577-588
Number of pages12
JournalAngewandte Chemie - International Edition
Volume7
Issue number8
DOIs
StatePublished - Aug 1968

Keywords

  • Cyclopropane ring opening
  • Ring opening
  • Stereochemistry

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