Unusual hydroxyl effect on fulvene endoperoxide decompositions.
Tetrahedron Lett
; 57(20): 2190-2193, 2016 May 18.
Article
em En
| MEDLINE
| ID: mdl-27175039
ABSTRACT
The thermal decomposition of fulvene endoperoxides ordinarily proceeds via an allene oxide intermediate affording oxepin-2(3H)-one derivatives. We have now uncovered new, unusual pathways in these decompositions where the presence of a hydroxyl group on the alkyl or aryl attached to the fulvene exocyclic double bond has a profound effect on the fate of the reactive intermediates derived from the unstable endoperoxides. Computational work supports the proposed mechanistic pathways.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Tetrahedron Lett
Ano de publicação:
2016
Tipo de documento:
Article
País de afiliação:
Estados Unidos