ORGN 685 |
| Naturally occurring polypropionates and polyketides have attracted a great deal of attention over the past decades, and numerous methodologies for the synthesis of these challenging motifs have been developed. Our group proposed an approach based on a tandem Mukaiyama/free radical-based hydrogen transfer reaction sequence, where Lewis acids act as the key element in controlling the stereochemical outcome of each step. This novel methodology offered access to all four propionate motifs. As illustrated below, an iterative approach starting with these four propionate motifs will be described for the synthesis of all 16 polypropionate stereopentads. Finally, progress towards the stereoselective synthesis of narasin, a complex polyketide with biological properties, will be presented.
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New Reactions and Methodology
1:00 PM-5:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |
