4.8 Article

A Mild Ligand-Free Iron-Catalyzed Liberation of Alcohols from Allylcarbonates

Journal

ORGANIC LETTERS
Volume 13, Issue 20, Pages 5544-5547

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202270g

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Funding

  1. Studienstiftung des deutschen Volkes e.V.
  2. Deutsche Forschungsgemeinschaft
  3. Deutsche Krebshilfe

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Different from most carbonates the allyloxy carbonyl protecting group can be cleaved under neutral conditions using metal catalysis. However, most of the catalysts employed to date are based upon precious metals. Herein we present two protocols for the mild Fe-catalyzed liberation of alcohols from allylcarbonates that are characterized by broad functional group tolerance and exclusive chemoselectivity.

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