High pressure Diels-Alder reactions of ( + )-nopadiene with cycloalkenones

Lucio Minuti, Aldo Taticchi, Assunta Marrocchi, Alessandra Broggi, Eszter Gacs-Baitz

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Cycloadditions between (+)-nopadiene and 2-cyclopenten-1-one, 2-cyclohexen-1-one, 4-oxo-2-cyclopentenyl-acetate and two indenone derivatives, prepared in situ from the corresponding bromoindanones, have been studied. All cycloadditions are regioselective and endo-anti diastereoselective. The best yields were obtained when the Diels-Alder reactions were carried out under high pressure conditions. All new compounds were characterized by their spectroscopic data, in particular by extensive NMR investigations.

Original languageEnglish
Pages (from-to)1187-1192
Number of pages6
JournalTetrahedron Asymmetry
Volume15
Issue number7
DOIs
Publication statusPublished - Apr 5 2004

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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