Published in
American Chemical Society, Journal of Organic Chemistry, 12(60), p. 3657-3662, 1995
DOI: 10.1021/jo00117a015
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Synthesis of C-Alkyl Calix[4]arenes. 3. Acid-Catalyzed Rearrangement of 2,6-Dimethoxycinnamate Prior to Tetramerization to Calix[4]arenes
Journal article published in 1995 by
Bruno Botta 
,
Giuliano Delle Monache,
G. Dellemonache,
Maria C. De Rosa,
Angela Carbonetti,
Eszter Bacs-Baitz,
E. Gacs-Baitz,
E. Gacsbaitz,
Maurizio Botta,
Federico Corelli,
Domenico Misiti
,
Giuliano Delle Monache,
G. Dellemonache,
Maria C. De Rosa,
Angela Carbonetti,
Eszter Bacs-Baitz,
E. Gacs-Baitz,
E. Gacsbaitz,
Maurizio Botta,
Federico Corelli,
Domenico Misiti
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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.