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Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of α‐Trifluoromethylated Enones |
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| Authors: | Dr Hiromichi Egami Takafumi Ide Masashi Fujita Toshifumi Tojo ProfDr Yoshitaka Hamashima ProfDr Mikiko Sodeoka |
| Affiliation: | 1. Synthetic Organic Chemistry Laboratory, RIKEN, 2‐1 Hirosawa, Wako, Saitama 351‐0198 (Japan);2. Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2‐1 Hirosawa, Wako, Saitama 351‐0198 (Japan);3. School of Pharmaceutical Sciences, University of Shizuoka, 52‐1 Yada, Suruga‐ku, Shizuoka 422‐8526 (Japan);4. Department of Bioengineering, Tokyo Institute of Technology, B52, Nagatsuta‐cho 4259, Midori‐ku, Yokohama 226‐8501 (Japan);5. RIKEN Center for Sustainable Resource Science, 2‐1 Hirosawa, Wako, Saitama 351‐0198 (Japan) |
| Abstract: | Trifluoromethylation of propargylic alcohols to provide (Z)‐α‐trifluoromethylated enones and β‐unsubstituted α‐trifluoromethylated enones proceeded with high yield and selectivity in the presence of CuI/Re2O7. The Z isomer was formed under kinetic control, though it is less stable than the E isomer in terms of steric repulsion. |
| Keywords: | copper dual catalyst enone rhenium trifluoromethyl |
