시클로헥사디에논의 4번 위치에 트리플루오로메틸기가 있을 때 구리 촉매 반응에서 올레핀 화합물이 생성되었다. 4-[(트리에틸실릴)옥시]-4-(트리플루오로메틸)-2,5-시클로헥사디엔-1-원과 톨루엔설포닐메틸 이소시아니드 (TosMIC)를 반응시켰을 때, 이소시아네이트 부분이 제거되면서 91% 수율로 올레핀 구조가 형성되었다. 올레핀 화합물의 범위에서는 시클로헥사디에논 유도체보다 설포닐메틸 이소시아니드 유도체를 이용한 올레핀화의 결과가 더 정밀하였다. 1994년에 Wipf가 제안한 가설에 따르면, 4-CF3 시클로헥사디에논은 분자 쌍극자 모멘트를 가지므로 4-CF3 시클로헥사디에논의 카르보닐기 방면으로 첨가 반응이 일어났다. 구리 촉매 올레핀화는 van Leusen에 의한 1,4-첨가 경로와 대조적으로 트리플루오로메틸기의 입체 효과에 의해 1,2-첨가 경로를 거쳤다.
Olefin compounds were produced in the copper-catalyzed reaction when a trifluoromethyl moiety was in the 4-position of cyclohexadienones. When 4-[(triethylsilyl)oxy]-4-(trifluoromethyl)-2,5-cyclohexadien-1-one and TosMIC were reacted, the isocyanate moiety was removed and an olefin structure was formed in 91% yields. In the scope of the olefin compounds, the results of the olefination using sulfonylmethyl isocyanide derivatives were more precise than cyclohexadienone derivatives. According to the hypothesis proposed by Wipf in 1994, the 4-CF3 cyclohexadienones had a molecular dipole moment, so the addition reaction occurred toward the carbonyl group of the 4-CF3 cyclohexadienones. The copper-catalyzed olefination went through the 1,2-addition pathway by the steric effect of the trifluoromethyl group in contrast to the 1,4-addition pathway by van Leusen.