BRIDGED POLYCYCLIC COMPOUNDS .51. SELECTIVITY IN DIELS-ALDER SYNTHESIS OF SOME JANUSENE (5,5A,6,11,11A,12-HEXAHYDRO-5,12 - 6,11-DI-O-BENZENONAPHTHACENE) DERIVATIVES

被引：20

作者：

CRISTOL, SJ

LIM, WY

机构：

[1] Department of Chemistry, University of Colorado, Boulder

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 01期

关键词：

D O I：

10.1021/jo00838a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of a number of substituted janusenes (4y and 5y) by Diels-Alder syntheses from dibenzobicyclo [2.2.2] octatriene (2a) and 2-substituted anthracenes (3y) or from substituted dibenzobicyclo[2.2.2]octatrienes (2y) and anthracene (3a) has been investigated. There appears to be no selectivity with a chlorine substituent (and none is possible with hydrogen), but there is substantial preference for the formation of “face” ring substituted products (4y) over “lateral” ring products (Sy) with methyl and nitro substituents. The results are discussed briefly. © 1969, American Chemical Society. All rights reserved.

引用

页码：1 / &

共 13 条

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