SYNTHESIS OF C-ALKYL CALIX[4]ARENES .3. ACID-CATALYZED REARRANGEMENT OF 2,6-DIMETHOXYCINNAMATE PRIOR TO TETRAMERIZATION TO CALIX[4]ARENES

Authors
BOTTA B DELLEMONACHE G DEROSA MC CARBONETTI A GACSBAITZ E BOTTA M CORELLI F MISITI D
Citation
B. Botta et al., SYNTHESIS OF C-ALKYL CALIX[4]ARENES .3. ACID-CATALYZED REARRANGEMENT OF 2,6-DIMETHOXYCINNAMATE PRIOR TO TETRAMERIZATION TO CALIX[4]ARENES, Journal of organic chemistry, 60(12), 1995, pp. 3657-3662
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
12
Year of publication
1995
Pages
3657 - 3662
Database
ISI
SICI code
0022-3263(1995)60:12<3657:SOCC.A>2.0.ZU;2-S
Abstract
In our continuing studies concerning the versatility of the acid-catal yzed conversion of cinnamates to calix[4]resorcinarenes, we have demon strated that 2,6-dimethoxycinnamic acid ethyl ester 3 undergoes an int eresting rearrangement to afford the same calix[4]resorcinarenes as th ose obtained from the 2,4-dimethoxy isomer 1. The experimental results were substantiated by molecular mechanics calculations.