ORGN 850 |
| Omuralide and salinosporamide A are proteosome inhibitors which have recently received a lot of attention for their biological properties. The core structure of these two compounds is a beta-hydroxy-gamma-lactam. We wish to report our progress toward the syntheses of these two substrates utilizing a recently developed [3+2] annulation of alpha-siloxy allylsilanes and chlorosulfonyl isocyanate. The diastereoselective [3+2] annulation affords a highly substituted gamma-lactam which may be transformed into the beta-hydroxy-gamma-lactam core.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 134, Oral
Division of Organic Chemistry |
