ORGN 62 |
| Synthetic progress has been accomplished towards a previously unknown rigid tricyclic triketone scaffold. Selective reduction will allow this scaffold to serve as either a unidirectional or discotic core, capable of being appended with a variety of chemical moieties. Our 8-step synthetic sequence, starting from inexpensive, commercially-available reagents includes a series of selective oxidations, a Diels-Alder reaction, and tandem intramolecular Michael cyclizations to yield a C3 symmetrical, conformationally-fixed scaffold. The material presented will include our progress towards the synthesis of this novel scaffold, as well as NMR (1H, 13C, COSY) and IR evidence of our synthetic intermediates. |
|
Combinatorial, Parallel, and Solid-Phase Chemistry
1:00 PM-4:20 PM, Sunday, 13 March 2005 Convention Center -- Room 10, Oral
Division of Organic Chemistry |