TRICYCLO[3.2.2.02,4]NON-2(4)-ENE - SYNTHESIS AND TRAPPING OF A STRAINED CYCLOPROPENE

被引：16

作者：

CHENIER, PJ

SOUTHARD, DA

机构：

[1] Department of Chemistry, University of Wisconsin–Eau Claire, Eau Claire

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 14期

关键词：

D O I：

10.1021/jo00301a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compound 8 has been synthesized in situ from dibromide 18 via debromination with tert-butyllithium in THF at -78 °C. In the presence of diphenylisobenzofuran (27), the Diels-Alder adduct 29 is formed. Cy-clopropene 8 was also trapped with diene 28 to give a second adduct 30. The synthetic methodology for precursor dibromide 18 appears to have general application for other similar highly strained tricyclic cyclopropenes. © 1990, American Chemical Society. All rights reserved.

引用

页码：4333 / 4337

页数：5

共 36 条

[1]

ALLEN CFH, 1955, ORG SYNTH, V3, P578

[2]

[Anonymous], 1966, ADV ALICYCLIC CHEM

[3] REACTIONS OF A HIGHLY STRAINED PROPELLANE - TETRACYCLO[4.2.1.1 2.5.01.6]DECANE [J].