Abstract
The ingenane diterpenes are a structurally complex and biologically important class of naturally occurring compounds. The first section of this review introduces ingenol, the flagstone member of the ingenane diterpenes. The second section describes the studies directed toward the total synthesis of ingenol from our laboratory, culminating in the first total synthesis of ingenol. The final sections present subsequent total syntheses from Tanino and Kuwajima, Wood, and Baran, highlighting their unique approaches to the establishment of the trans-intrabridgehead stereochemistry that represents the most challenging structural feature in the synthesis of ingenol.
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Higgins, T.F., Winkler, J.D. (2019). Total Synthesis of Ingenol. In: Kobayashi, Y. (eds) Cutting-Edge Organic Synthesis and Chemical Biology of Bioactive Molecules. Springer, Singapore. https://doi.org/10.1007/978-981-13-6244-6_8
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