4.7 Article

Enantioselective Organocatalytic Cyclopropanation of Enals Using Benzyl Chlorides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 9, Pages 3488-3500

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02801

Keywords

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Funding

  1. European Regional Development Fund (ERDF) for the AI-CHEM-Chem project through the INTERREG IV A France (Channel) England cross-border cooperation Programrne [4061]
  2. EPSRC Core Capability Funding [EP/K039466/1]
  3. NRF Nano.Material Technology Development Program [2012M3A7B4049652]
  4. Engineering and Physical Sciences Research Council [EP/K029150/1, 1499412, EP/K039466/1] Funding Source: researchfish
  5. EPSRC [EP/K029150/1, EP/K039466/1] Funding Source: UKRI

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Herein, we describe the first enantioselective cyclopropanation of enals using benzyl chlorides as bifunctional (nucleophilic and electrophilic) reagents. The reaction is simply catalyzed by chiral secondary amines to afford the formyl cyclopropane derivatives in good yields with moderate to excellent stereoselectivities.

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