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An Intramolecular Cycloaddition Approach to the Kauranoid Family of Diterpene Metabolites
Brenda Callebaut1, Jan Hullaert1, Kristof Van Hecke2
1Department of Organic and Macromolecular Chemistry , Ghent University , Krijgslaan 281 S4 , 9000 Gent , Belgium.
Abstract:
Synthetic studies toward the ent-kauranoid family of diterpene natural products are reported. An intramolecular (4 + 3) cycloaddition allows the direct elaboration of diverse natural product frameworks, encompassing a challenging bicyclo[3.2.1]octane core. The established routes comprise only a few synthetic operations (3-5 steps), transforming a range of simple starting materials into the tetracyclic scaffolds that are commonly found in many ent-kaurene metabolites.
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