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

被引:9
作者
BOTTA, B
DELLEMONACHE, G
DE ROSA, MC
CARBONETTI, A
GACSBAITZ, E
BOTTA, M
CORELLI, F
MISITI, D
机构
[1] UNIV CATTOLICA SACRO CUORE, CTR CHIM RECETTORI, CNR, IST CHIM & CHIM CLIN, I-00168 ROME, ITALY
[2] HUNGARIAN ACAD SCI, CENT RES INST CHEM, H-1525 BUDAPEST, HUNGARY
[3] UNIV SIENA, DIPARTIMENTO FARMACO CHIM TECNOL, I-53100 SIENA, ITALY
关键词
D O I
10.1021/jo00117a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3657 / 3662
页数:6
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