ORGN 642 |
| The intramolecular Diels—Alder/1,3–dipolar cycloaddition cascade of 1,3,4–oxadiazoles is a powerful tool for the rapid generation of molecular complexity. Specifically, this methodology has been featured in the construction of the pentacyclic ring systems and ultimately the total syntheses of vindoline, minovine, and several structurally related natural products. Exploration of the scope and utility of this key cycloaddition cascade has been undertaken through systematic variation of the dienophiles, dipolarophiles, and tether lengths. The preparation and cycloaddition reactions of these substrates leading to a diverse array of pentacyclic cycloadducts will be discussed.
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New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |
