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
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container_issue 38
container_start_page 12061
container_title Chemistry : a European journal
container_volume 20
creator Egami, Hiromichi
Ide, Takafumi
Fujita, Masashi
Tojo, Toshifumi
Hamashima, Yoshitaka
Sodeoka, Mikiko
description 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]
doi_str_mv 10.1002/chem.201403447
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title Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of [alpha]-Trifluoromethylated Enones
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