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An Intramolecular Cycloaddition Approach to the Kauranoid Family of Diterpene Metabolites.

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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… Click to show full 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.

Keywords: intramolecular cycloaddition; cycloaddition approach; kauranoid family; family diterpene

Journal Title: Organic letters
Year Published: 2019

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