4.8 Article

Tandem Oxidative Dearomatizing Spirocyclizations of Propargyl Guanidines and Ureas

Journal

ORGANIC LETTERS
Volume 19, Issue 15, Pages 4110-4113

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01898

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Funding

  1. Robert A. Welch Foundation [Y-1362]
  2. NSF [CHE-0234811, CHE-0840509]

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Treatment of propargyl ureas or guanidines with iodosobenzene diacetate results in an oxidative tandem amination/etherification dearomatizing spirocyclization. This transformation leads directly to the complete framework of the Leucetta alkaloids, spirocalcaridine A and B.

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