Organocatalytic Cyclopropanation of (E)-Dec-2-enal: Synthesis, Spectral Analysis and Mechanistic Understanding

Marta Meazza, Agnieszka Kowalczuk, Sarah Watkins, Simon Holland, Thomas A. Logothetis, Ramon Rios

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

An undergraduate experiment combining synthesis, NMR analysis and mechanistic understanding is reported. The students perform an organocatalyzed cyclopropanation reaction of (E)-dec-2-enal and are then required to determine the diastereoselectivity and assign the relative configuration of each product using NMR spectroscopy.

Original languageBritish English
Pages (from-to)1832-1839
Number of pages8
JournalJournal of Chemical Education
Volume95
Issue number10
DOIs
StatePublished - 9 Oct 2018

Keywords

  • Asymmetric Synthesis
  • Diastereomers
  • Hands-On Learning/Manipulatives
  • Inquiry-Based/Discovery Learning
  • NMR Spectroscopy
  • Organic Chemistry
  • Upper Division Undergraduate

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