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Oxa-enediynes: probing the electronic and stereoelectronic contributions to the Bergman cycloaromatization
Graham B Jones1, Justin M Wright, George Hynd
1Department of Chemistry, Northeastern University, Boston, Massachusetts 02115, USA. Gr.Jones@neu.edu
The Journal of Organic Chemistry
|August 3, 2002
Abstract:
Efficient routes to three classes of 10-membered oxa-enediynes are presented. The electronic and stereoelectronic contributions to half-lives are supported by density functional theory calculations. One member of this class cyclizes to give an isochroman which binds to and degrades the aryl hydrocarbon receptor (AhR).