4.8 Article

Total Synthesis of Gelsenicine via a Catalyzed Cycloisomerization Strategy

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 1, Pages 108-111

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b12263

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Funding

  1. National Science Foundation [CHE-1004924]

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The first total synthesis of (+/-)-gelsenicine is reported. The synthetic route is highly efficient (13 steps), featuring (1) a pivotal metal-catalyzed isomerization/rearrangement process that forges the central core of the molecule and (2) two facile C-N bond-forming steps that establish the flanking heterocycles.

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