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Karl Anker Jørgensen

Organocatalytic Cascade Reactions: Towards the Diversification of Hydroisochromenes and Chromenes through Two Different Activation Modes

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaperJournal articleResearchpeer-review

  • David Cruz, Denmark
  • Rasmus Mose, Denmark
  • Clarisa Villegas, Unknown
  • Stine V. Torbensen, Aarhus Univ, Aarhus University, Ctr Catalysis, Dept Chem, Unknown
  • Martin S. Larsen, Aarhus Univ, Aarhus University, Ctr Catalysis, Dept Chem, Unknown
  • Karl Anker Jorgensen
The organocatalytic enantioselective syntheses of functionalized hydroisochromenes and chromenes by trienamine-mediated [4+2]-cycloaddition/nucleophilic ring-closing and iminium-ion/aminal-mediated oxa-Michael/Michael/nucleophilic ring-closing with 2-nitroallylic alcohols are presented. The corresponding cycloadducts, with up to five stereocenters, are formed in good yield and excellent enantioselectivities. The synthetic applications of the obtained products have been demonstrated.
Original languageEnglish
JournalChemistry: A European Journal
Volume20
Issue36
Pages (from-to)11331-11335
Number of pages5
ISSN0947-6539
DOIs
Publication statusPublished - 1 Sep 2014

    Research areas

  • aminocatalysis, asymmetric catalysis, cascade reactions, chromenes hydroisochromenes, FORMAL 2+2 CYCLOADDITION, DIELS-ALDER REACTIONS, ASYMMETRIC ORGANOCATALYSIS, DIENAMINE CATALYSIS, TANDEM REACTIONS, 2,4-DIENALS, INTERMEDIATE, CONSTRUCTION, NITROALKENES, TRIENAMINES

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