4.7 Article

Synthesis of (+)-Phenserine Using an Interrupted Fischer Indolization Reaction

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 1, Pages 725-728

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo202078z

Keywords

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Funding

  1. National Science Foundation [CHE-0955864, DGE-0707424]
  2. Boehringer Ingelheim
  3. DuPont
  4. Eli Lilly
  5. Amgen
  6. AstraZeneca
  7. University of California, Los Angeles
  8. Division Of Chemistry
  9. Direct For Mathematical & Physical Scien [0955864] Funding Source: National Science Foundation

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A concise synthesis of the Alzheimer's therapeutic (+)-phenserine is described. The approach features an interrupted Fischer indolization to construct the pyrrolidinoindoline core, in addition to a classical resolution to arrive at phenserine in enantioenriched form.

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