Synthesis of the syn and anti isomer of 1,4,5,8,9,12-hexahydro-2,3,6,7,10,11-hexamethylidene-1,4:5,8:9,12-trimethanotriphenylene and Diels-Alder reactivity of the syn isomer

被引：21

作者：

Borsato, G

De Lucchi, O

Fabris, F

Lucchini, V

Pasqualotti, M

Zambon, A

机构：

[1] Univ Ca Foscari Venezia, Dipartimento Sci Ambientali, I-30123 Venice, Italy

[2] Univ Ca Foscari Venezia, Dipartmento Chim, I-30123 Venice, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(02)02533-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compounds, new members in the class of tris-annelated benzenes with [2.2.1] bicyclic rings, were obtained in high yields by coupling of 2-bromo-3-trimethyltin-5,6-dimethylenenorborn-2-ene with copper(l) 2-thiophenecarboxylate (CuTC). The syn isomer was reacted with 3 equiv. of the dienophiles TCNE, DMAD, PTAD and norbornadiene to afford the corresponding cycloadducts. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：561 / 563

页数：3

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