Synthesis of enantiopure helical cyclophanes containing five-membered heterocyclic rings

Lucio Minuti, Aldo Taticchi, Daniela Lanari, Assunta Marrocchi, Eszter Gacs-Baitz

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The preparation of optically active (S)-(+)-4-(2-propenyl)[2.2] paracyclophane 1b is described. Cycloaddition reactions of this diene with N-phenylmaleimide 2 and maleic anhydride 5 were carried out under high pressure conditions. The cycloadducts were converted into optically active heterohelicenophanes. A systematic 1H and 13C NMR spectroscopic analysis of the reaction products is also presented.

Original languageEnglish
Pages (from-to)2775-2779
Number of pages5
JournalTetrahedron Asymmetry
Volume14
Issue number18
DOIs
Publication statusPublished - Sep 19 2003

ASJC Scopus subject areas

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

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