Rhodium-catalyzed novel trifluoromethylation at the alpha-position of alpha,beta-unsaturated ketones

Kazuyuki Sato; Masaaki Omote; Akira Ando; Itsumaro Kumadaki

doi:10.1021/ol048134v

Rhodium-catalyzed novel trifluoromethylation at the alpha-position of alpha,beta-unsaturated ketones

Org Lett. 2004 Nov 11;6(23):4359-61. doi: 10.1021/ol048134v.

Authors

Kazuyuki Sato¹, Masaaki Omote, Akira Ando, Itsumaro Kumadaki

Affiliation

¹ Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Osaka 573-0101, Japan.

PMID: 15524483
DOI: 10.1021/ol048134v

Abstract

Treatment of alpha,beta-unsaturated ketones with CF(3)I in the presence of Et(2)Zn and RhCl(PPh(3))(3) gave novel alpha-trifluoromethylation products in good yields. Hydrogen transfer from the ethyl group on the rhodium complex to the beta-position of the enone seems to play an important role in this reaction.