Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of α‐Trifluoromethylated Enones | Zendy

Egami Hiromichi | Zendy; Ide Takafumi | Zendy; Fujita Masashi | Zendy; Tojo Toshifumi | Zendy; Hamashima Yoshitaka | Zendy; Sodeoka Mikiko | Zendy

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Dual Catalysis with Copper and Rhenium for Trifluoromethylation of Propargylic Alcohols: Efficient Synthesis of α‐Trifluoromethylated Enones

Author(s) -

Egami Hiromichi,

Ide Takafumi,

Fujita Masashi,

Tojo Toshifumi,

Hamashima Yoshitaka,

Sodeoka Mikiko

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201403447

Subject(s) - trifluoromethylation , chemistry , yield (engineering) , steric effects , rhenium , catalysis , selectivity , copper , organic chemistry , medicinal chemistry , combinatorial chemistry , trifluoromethyl , alkyl , materials science , metallurgy

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/Re 2 O 7 . 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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