Reaction of 1,2,3,4,5,6,7-(heptamethoxycarbonyl)cyclohepta-2,4,6-trien-1-yl potassium with tropylium tetrafluoroborate to form cage structures

被引：11
|
作者：
Tomilov, Yury V. [1 ]
Platonov, Dmitry N. [1 ]
Shulishov, Evgeny V. [1 ]
Okonnishnikova, Galina P. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
来源：
TETRAHEDRON | 2013年 / 69卷 / 33期
基金：
俄罗斯基础研究基金会;
关键词：
Cycloheptatrienes; Cycloaddition; Cage structures; Cycloheptatrienylnorcaradienes;
D O I：
10.1016/j.tet.2013.06.033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new original route to the construction of cage structures containing seven or more electron-withdrawing groups in a molecule was elaborated. This method is based on the reaction of a tropylium cation with a cycloheptatrienyl anion totally substituted with methoxycarbonyl groups. After the formation of a C-C bond between two different seven-membered carbocycles, some further transformations take place to give 2,3,4,5,6,7,8-hepta(methoxycarbonyl)pentacyclo[7.5.0.0(2.4).0(3.8).0(5.14)]tetradeca-7,10,12-triene (6). Low temperature NMR experiments for the formation of this compound and some of its reactions were also studied. (C) 2013 Elsevier Ltd. All rights reserved.
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页码：6855 / 6860
页数：6
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