4.8 Article

i-Pr2NMgCl•LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions

Journal

ORGANIC LETTERS
Volume 21, Issue 19, Pages 7908-7913

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02899

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Funding

  1. Knut and Alice Wallenberg Foundation [KAW2016.0153]
  2. European Research Council [714737]
  3. Department of Organic Chemistry at Stockholm University

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The direct preparation of ketones from carboxylate anions is greatly limited by the required use of organolithium reagents or activated acyl sources that need to be independently prepared. Herein, a specific magnesium amide additive is used to activate and control the addition of more tolerant Grignard reagents to carboxylate anions. This strategy enables the modular synthesis of ketones from CO2 and the preparation of isotopically labeled pharmaceutical building blocks in a single operation.

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