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Synlett 2000; 2000(3): 412-414
DOI: 10.1055/s-2000-6519
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Inhibitory Salt Effect on the SNAr based Macrocycloetherification of a Linear Diarylheptanoid

Gabriela Islas-Gonzalez* , Jieping Zhu
  • *Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France; Fax +33-1-69 07 72 47; E-mail: zhu@icsn.cnrs-gif.fr
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Publication Date:
31 December 2000 (online)

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Salt effects exerted on the cycloetherification of linear diarylheptanoid 1 were investigated. Both salting-in and salting-out alkali salts were found to inhibit the macrocyclization. Ion-pairing exchange was proposed to account for the experimental observations.

nucleophilic aromatic substitution (SNAr) - macrocyclization - salt effect - ion-pairing - conformation

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