4.7 Article

Enantioselective Copper-Catalyzed Decarboxylative Propargylic Alkylation of Propargylic Esters with β-Keto Acids

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 14-15, Pages 3231-3236

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400218

Keywords

asymmetric catalysis; copper; decarboxylative propargylic alkylation; beta-keto acids; propargylic esters

Funding

  1. Dalian Institute of Chemical Physics (CAS)
  2. National Key Technologies R&D Program of China [2012BAK25B03]
  3. Program for Liaoning Excellent Talents in University [LJQ 2013059]
  4. Science and Technology Fund of Dalian City [2011J21DW010]

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The first copper-catalyzed intermolecular enantioselective decarboxylative propargylic alkylation of propargylic esters with beta-keto acids as surrogates of ketones has been successfully developed by using a ketimine P, N, N-ligand. High yields and excellent enantioselectivities (up to 98% ee) have been achieved under the mild reaction conditions.

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