Title of article
Intramolecular-activation evidence for the unexpected Beckmann fragmentation of C(1)-substituted-7-bromonorbornane-2-ones
Author/Authors
Antonio Garc?a Mart?nez، نويسنده , , Enrique Teso Vilar، نويسنده , , Amelia Garc?a Fraile، نويسنده , , Santiago de la Moya Cerero، نويسنده , , Beatriz Lora Maroto، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
5
From page
9447
To page
9451
Abstract
The competitive pathway timing for the previously described unexpected bromo-assisted Beckmann fragmentation of 7-anti-bromo-3,3-dimethyl-2-oxonorbornane-1-carboxamide has been investigated. It is concluded that this unusual process is activated by a synergic effect exerted by both the C(7)-anti-bromo and C(1)-aminocarbonyl groups. The effect consists in a specific intramolecular activation of the bromo-assistance by the bridgehead aminocarbonyl group.
Keywords
Substituent effects , cleavage reactions , Bicycles , Bridgehead compounds
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1087154
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