Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of [alpha]-Trifluoromethylated Enones

Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of [alpha]-Trifluoromethylated Enones

Trifluoromethylation of propargylic alcohols to provide (Z)-[alpha]-trifluoromethylated enones and [beta]-unsubstituted [alpha]-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 t...

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Veröffentlicht in:Chemistry : a European journal 2014-09, Vol.20 (38), p.12061
Hauptverfasser: Egami, Hiromichi, Ide, Takafumi, Fujita, Masashi, Tojo, Toshifumi, Hamashima, Yoshitaka, Sodeoka, Mikiko
Format: Artikel
Sprache:eng
Schlagworte:
Beta
Chemistry
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Zusammenfassung:Trifluoromethylation of propargylic alcohols to provide (Z)-[alpha]-trifluoromethylated enones and [beta]-unsubstituted [alpha]-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. [PUBLICATION ABSTRACT]
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201403447