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Copper‐Catalyzed Intermolecular Carboetherification of Unactivated Alkenes by Alkyl Nitriles and Alcohols |
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| Authors: | Claire Chatalova‐Sazepin Dr. Qian Wang Prof. Dr. Glenn M. Sammis Prof. Dr. Jieping Zhu |
| Affiliation: | 1. Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1 (Canada);2. Laboratory of Synthesis and Natural Products, Institute of Chemical Science and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL‐SB‐ISIC‐LSPN, BCH 5304, 1015 Lausanne (Switzerland) http://lspn.epfl.ch |
| Abstract: | A three‐component carboetherification of unactivated alkenes has been developed allowing the rapid building of complexity from simple starting materials. A wide range of α‐substituted styrenes underwent smooth reactions with unactivated alkyl nitriles and alcohols to afford γ‐alkoxy alkyl nitriles with concomitant generation of a quaternary carbon center. A radical clock experiment provided clear‐cut evidence that the reaction proceeds through a tertiary alkyl radical intermediate. |
| Keywords: | alkenes carboetherification copper catalysts difunctionalization oxyalkylation |