Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative

被引：10
作者：
Consoli, GML
Geraci, C
Cunsolo, F
Neri, P
机构：
[1] CNR, Ist Chim Biomol, Sez Catania, I-95028 Valverde, CT, Italy
[2] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, SA, Italy
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期
关键词：
calixarenes; calix[8]arenes; intrabridged esters; oxidation; monospirodienone;
D O I：
10.1016/S0040-4039(02)02485-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of p-tert-butylcalix[8]arene 1 with adipoyl chloride in the presence of NaH as the base yielded singly and doubly intrabridged esters 2-4 and 6. Surprisingly, calix[8]arene monospirodienone derivative 7 was also isolated, which was originated by 0, oxidation. The conditions of this oxidation were optimized leading to a novel synthetic approach to calixarene monospirodienones based on the O-2/NaH/acyl-chloride oxidizing system. Xantheno calix[8]arenes 8-8a were obtained by rearrangement of 7. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：53 / 56
页数：4
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