ORGN 905 |
| Solid-phase organic synthesis is an enabling technology and its automation has profoundly impacted the scientific community and society in general. For example, automated solid-phase oligonucleotide and peptide syntheses have advanced many areas such as chemistry, biology and medicine. However, to date, the structural diversity of the molecules that can be synthesized by this technology is limited because current solid-phase organic synthesis relies on linear approaches. Here we report an enabling resin-to-resin transfer technology that unites two spatially-separated, functionalized molecules to form highly complex small molecules in a convergent manner. Our model cross-coupling reaction is olefin cross-metathesis due to its compatibility with many functional groups. We have demonstrated this powerful method with the synthesis of aminoalcohol-containing small molecules with far more hydrogen-bond donors which cannot be synthesized using classical linear approaches. Thus, solid-phase organic synthesis will no longer be limited to linear approaches.
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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 |
