ORGN 902 |
| The generation of libraries of pure structurally-diverse compounds is key to the discovery of new medicines and to the elucidation of biological pathways through chemical genetics. However, because chemical space is so large, it is important to include moieties that are known to interact well with receptors and enzymes. The lecture will describe how new titanium alkylidene reagents can be used to convert resin-bound esters into a range of such privileged structures: indoles, benzofurans, benzothiophenes, quinolines, piperidines and cyclic imines. While relatively simple molecules can interact well with enzymes and receptors a degree of complexity is often required for selectivity, and so it is important to construct three dimensional chiral structures. A method for the stereodiversity oriented synthesis of piperidine alkaloids and their analogues, that involves both enantiocontrol and diastereocontrol will also be described. The methods involve several diversity generating steps on resin and the high purity of the products is ensured by a chameleon catch strategy. |
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Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 132, Oral
Division of Organic Chemistry |