Chemical and Pharmaceutical Bulletin p. 1665 - 1666 (1992)
Update date:2022-08-03
Topics:
Shimada
Ando
Takagi
Koyama
Miki
Kumadaki
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.
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