Dual catalysis with copper and rhenium for trifluoromethylation of propargylic alcohols: Efficient synthesis of α-trifluoromethylated enones

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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.

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Egami, H., Ide, T., Fujita, M., Tojo, T., Hamashima, Y., & Sodeoka, M. (2014). Dual catalysis with copper and rhenium for trifluoromethylation of propargylic alcohols: Efficient synthesis of α-trifluoromethylated enones. Chemistry - A European Journal, 20(38), 12061–12065. https://doi.org/10.1002/chem.201403447

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