4.7 Article

Synthesis of highly substituted γ-hydroxybutenolides through the annulation of keto acids with alkynes and subsequent hydroxyl transposition

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 30, Pages 5269-5272

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc01554a

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Funding

  1. Soochow University
  2. National Natural Science Foundation of China [21402134]
  3. Natural Science Foundation of Jiangsu Province [BK20140306]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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An efficient synthesis of highly functionalized gamma-hydroxybutenolides through BF3-catalyzed annulation of keto acids with alkynes is described. Many advantages such as the use of routine reagents, easy operation, and a 100% atom efficiency are demonstrated in the method. The reaction can be readily scaled up to gram quantities, offering good practicality.

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