Ene reaction of N-tosylhexafluoroacetone imine

Article abstract of DOI:10.1248/cpb.40.1665

As the extension of ene reaction of trifluoromethyl carbonyl compounds, ene reaction of N-tosylhexafluoroacetone imine (1) was examined. It reacted with terminal olefins to give α,α-bis(trifluoromethyl)amine derivatives in moderate to good yields. Inner olefins are much less reactive than terminal olefins, probably due to the steric effect of the substituents. Thus, cyclohexene and 2-octene gave the ene reaction products only in poor yields, and 1-phenylpropene did not give the ene reaction product at all but afforded an azetidine compound in a low yield.

Full text of DOI:10.1248/cpb.40.1665

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