Stereoselective synthesis of enantiopure condensed [2.2]paracyclophanes

L. Minuti, A. Taticchi, A. Marrocchi, L. Costantini, E. Gács-Baitz

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The Diels-Alder reaction of (S)-(+)-4-ethenyl[2.2]paracyclophane with 1,4-benzoquinone, N-phenylmaleimide and 3-nitrocyclohexen-1-one has been investigated under atmospheric and high pressure conditions. The synthesis of five optically active [2.2]paracyclophanes containing condensed polycyclic aromatic subunits is described. A structural analysis of the reaction products by 1H and 13C NMR spectroscopy is also presented.

Original languageEnglish
Pages (from-to)1179-1183
Number of pages5
JournalTetrahedron Asymmetry
Volume12
Issue number8
DOIs
Publication statusPublished - May 21 2001

Fingerprint

Diels-Alder reactions
quinones
Reaction products
structural analysis
Structural analysis
reaction products
Nuclear magnetic resonance spectroscopy
atmospheric pressure
nuclear magnetic resonance
Atmospheric Pressure
Cycloaddition Reaction
synthesis
spectroscopy
Magnetic Resonance Spectroscopy
(2.2)paracyclophane
N-phenylmaleimide
Proton Magnetic Resonance Spectroscopy
benzoquinone
Carbon-13 Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Stereoselective synthesis of enantiopure condensed [2.2]paracyclophanes. / Minuti, L.; Taticchi, A.; Marrocchi, A.; Costantini, L.; Gács-Baitz, E.

In: Tetrahedron Asymmetry, Vol. 12, No. 8, 21.05.2001, p. 1179-1183.

Research output: Contribution to journalArticle

Minuti, L. ; Taticchi, A. ; Marrocchi, A. ; Costantini, L. ; Gács-Baitz, E. / Stereoselective synthesis of enantiopure condensed [2.2]paracyclophanes. In: Tetrahedron Asymmetry. 2001 ; Vol. 12, No. 8. pp. 1179-1183.
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