Synthesis of C-Alkyl Calix[4]arenes. 3. Acid-Catalyzed Rearrangement of 2, 6-Dimethoxycinnamate Prior to Tetramerization to Calix[4]arenes

Bruno Botta, Domenico Misiti, Giuliano Delle Monache, Maria C. De Rosa, Angela Carbonetti, Eszter Gacs-Baitz, Maurizio Botta, Federico Corelli

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10 Citations (Scopus)

Abstract

In our continuing studies concerning the versatility of the acid-catalyzed conversion of cinnamates to calix[4]resorcinarenes, we have demonstrated that 2,6-dimethoxycinnamic acid ethyl ester 3 undergoes an interesting rearrangement to afford the same calix[4]resorcinarenes as those obtained from the 2,4-dimethoxy isomer 1. The experimental results were substantiated by molecular mechanics calculations.

Original languageEnglish
Pages (from-to)3657-3662
Number of pages6
JournalJournal of Organic Chemistry
Volume60
Issue number12
DOIs
Publication statusPublished - Jun 1 1995

ASJC Scopus subject areas

  • Organic Chemistry

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