SYNTHESIS OF A REACTIVE [7.4.1]ENEDIYNE AND A STABLE ENEYNE-ALLENE

Citation
Me. Maier et D. Langenbacher, SYNTHESIS OF A REACTIVE [7.4.1]ENEDIYNE AND A STABLE ENEYNE-ALLENE, Synlett, (9), 1994, pp. 713-716
Citations number
52
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
9
Year of publication
1994
Pages
713 - 716
Database
ISI
SICI code
0936-5214(1994):9<713:SOAR[A>2.0.ZU;2-Y
Abstract
Starting from 4-cycloheptenone 4 the [7.4.1]enediyne 17 as well as the [7.3.2]eneyne-allene 20 were prepared. Whereas the enediyne 17 turned out to be a reactive compound, the eneyne-allene 20 surprisingly was found to be stable at room temperature. The formation of the eneyne-al lene 20 is explained by invoking a dyotropic rearrangement, followed b y a valence isomerization of a propyne substructure.