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Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc.

Organic letters (2006-10-06)
Koichi Mikami, Yuichi Tomita, Yoshiyuki Ichikawa, Kazutoshi Amikura, Yoshimitsu Itoh
RÉSUMÉ

[reaction: see text] The radical trifluoromethylation of ketone silyl enol ethers gave alpha-CF(3) ketones in good yields with wide scope of the ketonic substrates including acyclic ketones and cyclopentanone. The use of dialkylzinc to activate the silyl enol ethers is the key to the efficient radical trifluoromethylation.

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Dimethylzinc solution, 2.0 M in toluene