15263-86-2Relevant articles and documents
Fluorine-directed Nazarov cyclizations 2: Regioselective synthesis of 5-trifluoromethyl-2-Cyclopentenones
Ichikawa, Junji,Fujiwara, Masaki,Okauchi, Tatsuo,Minami, Toni
, p. 927 - 929 (1998)
1-Trifluoromethylvinyl vinyl ketones are treated with trimethylsilyl trifluoromethanesulfonate in CH2Cl2-1,1,1,3,3,3-hexafluoro-2-propanol to afford 5-trifluoromethyl-2-cyclopentenones. Both acyclic and cyclic substrates furnish the corresponding cyclized products in good to excellent yields with defined placement of the endocyclic double bond due to the strong electronic effect exerted by the trifluoromethyl group.