4.8 Article

Boronate Urea Activation of Nitrocyclopropane Carboxylates

Journal

ORGANIC LETTERS
Volume 14, Issue 2, Pages 444-447

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202873d

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Funding

  1. OSU Department of Chemistry
  2. American Cancer Society [IRG-67-003-47]

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Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester building blocks In good yields. Standard manipulations allow access to a wide range of valuable compounds from the ring-opened products with direct applications in bioactive target synthesis.

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