Optically active angularly condensed [2.2]paracyclophanes containing five-membered rings hake been synthesized by a two-step approach based on the Diels-Alder cycloaddition of (S)-(+)-4-vinyl[2.2]paracyclophane. Structural analysis by NMR spectroscopy is presented. These helicenophanes containing a cyclopentane ring show extraordinarily high specific rotations. This phenomenon has been discussed in terms of structural modifications caused by the replacement of the benzene unit with a cyclopentane ring.
Synthesis of Enantiopure Angularly Condensed [2.2]Paracyclophanes Containing Five-membered Rings
MINUTI, Lucio;TATICCHI, Aldo;MARROCCHI, Assunta;LANARI, DANIELA;
2003
Abstract
Optically active angularly condensed [2.2]paracyclophanes containing five-membered rings hake been synthesized by a two-step approach based on the Diels-Alder cycloaddition of (S)-(+)-4-vinyl[2.2]paracyclophane. Structural analysis by NMR spectroscopy is presented. These helicenophanes containing a cyclopentane ring show extraordinarily high specific rotations. This phenomenon has been discussed in terms of structural modifications caused by the replacement of the benzene unit with a cyclopentane ring.File in questo prodotto:
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