1429331-77-0Relevant academic research and scientific papers
Fluorine-copper exchange reaction of α,β,γ,γ, γ-pentafluorocrotonates with organocuprates: Generation and cross-coupling reactions of β-metallated α,γ,γ,γ- tetrafluorocrotonates
Yamada, Shigeyuki,Takahashi, Toshio,Konno, Tsutomu,Ishihara, Takashi
, p. 95 - 103 (2013)
Reaction of α,β,γ,γ,γ-pentafluorocrotonates with organocuprates derived from organomagnesium or zinc reagents in THF at -78 °C for 1 h took place smoothly to generate β-metallated intermediate, of which hydrolysis gave the β-reduction product in good yield. The fluorinated vinylcopper intermediate formed by fluorine-copper exchange was found to be stable at low temperature due to the strong electron-withdrawing effect of a CF3 group, and was readily converted to various types of β-substituted products in good yields with high stereoselectivity by treating with electrophiles, such as iodine and allylic bromides.
