HIGHLY STRAINED CAGE COMPOUNDS FROM A FOURFOLD BRIDGED TRICYCLO[4.2.0.0(2,5)]OCTA-3,7-DIENE

Authors
GLEITER R PFLASTERER G IRNGARTINGER H
Citation
R. Gleiter et al., HIGHLY STRAINED CAGE COMPOUNDS FROM A FOURFOLD BRIDGED TRICYCLO[4.2.0.0(2,5)]OCTA-3,7-DIENE, Chemische Berichte, 126(4), 1993, pp. 1011-1013
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
126
Issue
4
Year of publication
1993
Pages
1011 - 1013
Database
ISI
SICI code
0009-2940(1993)126:4<1011:HSCCFA>2.0.ZU;2-L
Abstract
The fourfold bridged tricyclo[4.2.0.0(2,5)]octa-3,7-diene derivative 3 reacts with diazomethane and m-chloroperbenzoic acid (mCPBA) to yield the monoadduct 5 in good and the bisadduct 4 in poor yield as well as the mono- and bisepoxides 7 and 8 in good yields, respectively. Also the ''mixed'' product 6 is obtained. All five compounds are strained p ropellanes. The X-ray crystallographic structure analysis of 8 reveals a distance of 2.812 angstrom between the epoxide rings.