Cycloadditions to alkenyl[2.2]paracyclophanes

被引：35

作者：

Aly, AA

Ehrhardt, S

Hopf, H

Dix, I

Jones, PG

机构：

[1] Tech Univ Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany

[2] Tech Univ Braunschweig, Inst Anorgan & Analyt Chem, D-38023 Braunschweig, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 02期

关键词：

cyclophanes; cycloadditions; annelation; ene reaction;

D O I：

10.1002/ejoc.200500396

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloadditions between the 4-alkenyl[2.2]paracyclophanes 7, 16-21 and the dienophiles 10a-h have been studied. Whereas 10a, b, d, and g prefer Diels-Alder addition involving the olefinic double bond and one double bond of a cyclophane benzene ring, 10c, e, f, and h undergo other cyclo-additions such as ene reaction (10c), [2+2] cycloaddition to the olefinic double bond (10e) and heterodiene addition to the vinyl substituent (10f, h). Several of the isolated cycloadducts (e.g. 24-26, 52) are valuable substrates for the preparation of annelated cyclophanes. The mechanisms of several of these cycloadditions are discussed. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

引用

页码：335 / 350

页数：16

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