Total Synthesis of (+)-Incargranine A

In this video I talk about the synthesis of incargranine A, an alkaloid that features a [2,2,2]-bicyclooctane core with six contiguous stereocenters. To synthesize this natural product, the authors took advantage of a previously proposed biosynthetic pathway from a hemiaminal intermediate. This pathway consists of a retro-oxa-Mannich, oxa-Michael, keto-enol tautomerization, and Mannich cascade.
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Also in this video:
Michael Addition: https://nrochemistry.com/michael-reac...
Mannich Reaction: https://nrochemistry.com/mannich-reac...
Buchwald-Hartwig Amination: https://nrochemistry.com/buchwald-har...
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Reference:
Angew. Chem. Int. Ed. 2023, e202314308. https://doi.org/10.1002/anie.202314308

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