ORGN 657 |
| Currently there is growing interest in the cyclization of 'hetero' ene-ene-yne functionalities (e.g., 1), systems where one or more of the six conjugated carbon centers has been replaced by a heteroatom. When reacted either thermally, photochemically, or in the presence of a transition metal, these dieneynes cyclize to form an external carbene/metal carbenoid (e.g., 2) or zwitterion (e.g., 3). These types of cyclizations are not only interesting because of their uncommon mechanisms, but also provide access to novel classes of heterocycles or to known heterocycles with substitution patterns that are difficult to obtain. This lecture will detail our synthetic and mechanistic studies of a variety of azo-ene-yne, azo-ene-nitrile, and imine-ene-yne cyclizations.
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Modern Acetylene Chemistry
1:20 PM-4:55 PM, Wednesday, 13 September 2006 Moscone Center -- Room 134, Oral
Division of Organic Chemistry |
