An Insight into Selective Olefin Bond Functionalization of Cyclodienes through Nitrile Oxide 1,3-Dipolar Cycloadditions

Zsanett Benke, Melinda Nonn, Ferenc Fülöp, Loránd Kiss

Research output: Contribution to journalArticle

Abstract

Selective functionalizations of the ring olefin bond of various commercial cyclodienes through nitrile oxide dipolar cycloaddition is described. Nitrile oxides were generated from primary nitroalkanes by Mukaiyama's method. Besides regioselectivity, the dipolar cycloadditions have been performed in view of selectivity of the ring olefin bonds. The cycloalkene-fused isoxazoline products were easily converted through ring opening and cross metathesis into valuable dialkenylated heterocycles.

Original languageEnglish
Pages (from-to)2886-2891
Number of pages6
JournalChemistrySelect
Volume4
Issue number10
DOIs
Publication statusPublished - Mar 14 2019

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Keywords

  • Cycloaddition
  • isoxazoline
  • metathesis
  • nitrile oxide
  • selectivity

ASJC Scopus subject areas

  • Chemistry(all)

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