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.
Stereoselective synthesis of enantiopure condensed [2.2]paracyclophanes
MINUTI, Lucio;TATICCHI, Aldo;MARROCCHI, Assunta;COSTANTINI, Licia;
2001
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.File in questo prodotto:
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