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Total Synthesis of (±)-Impatien A via Aza-Heck Cyclization.

Katerina M KorchDonald A Watson
Published in: Organic letters (2021)
The first total synthesis of the natural product impatien A is described. This concise synthesis features an aza-Heck cyclization to construct the complex spirocyclic ring system and provides a rare example of the use of aza-Heck cyclizations in complex molecule synthesis. To enable this key cyclization of an electrophilic nitrogen atom with a tetrasubstituted alkene, we utilized high-throughput experimentation to identify a new ligand and ultimately deliver impatien A in seven steps from known compounds.
Keyphrases
  • high throughput