Synthesis and structure of bicyclic enediynes via twofold carbenoid ring closure

Authors
Konig, B Pitsch, W Dix, I Jones, PG
Citation
B. Konig et al., Synthesis and structure of bicyclic enediynes via twofold carbenoid ring closure, NEW J CHEM, 25(7), 2001, pp. 912-916
Citations number
18
Categorie Soggetti
Chemistry
Journal title
NEW JOURNAL OF CHEMISTRY
ISSN journal
11440546 → ACNP
Volume
25
Issue
7
Year of publication
2001
Pages
912 - 916
Database
ISI
SICI code
1144-0546(2001)25:7<912:SASOBE>2.0.ZU;2-X
Abstract
Macrobicyclic enediynes were obtained in four steps from dicarboxylic diest ers. The key step of the synthesis is a twofold carbenoid ring closing proc edure from acyclic precursors. Crystal structure analyses showed that bicyc lo[6.6.4]dienetetrayne is not strained. Thermal analysis revealed its low t hermal reactivity. An attempt to obtain bicyclo[6.6.2]dienetetrayne structu res using the same method failed.