ORGN 713 |
| Allenyl azides bearing aryl or alkenyl appendages have been utilized in the synthesis of bicyclic and tricyclic compounds. These polycyclic compounds are speculated to result from a reaction cascade that initiates with an intramolecular [3+2] dipolar cycloaddition of the azide to the allene. This cycloaddition is followed by the formation of a putative azatrimethylenemethane (ATMM) diradical, which subsequently cyclizes through the alkene/aryl unit. This cascade reaction sequence holds promise for the construction of nitrogen-containing heterocycles related to natural product skeleta. The scope of this methodology will be discussed.
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Heterocycles and Aromatics
8:00 AM-12:00 PM, Thursday, 1 September 2005 Washington DC Convention Center -- Ballroom B, Oral
Division of Organic Chemistry |
