107555-78-2Relevant academic research and scientific papers
TRANSPOSITION D'OXY-COPE D'HEXENE-5 YNE-1 OLS-3 ASSISTEE PAR LE TRIFLATE D'ARGENT
Bluthe, Norbert,Malacria, Max,Gore, Jacques
, p. 2873 - 2876 (1984)
The entitled alcohols are smoothly converted to αδ-diethylenic ketones by treatment with one molar equivalent of silver trifluorosulfonate in THF-H2O at 20 to 60 deg C.The yield of the transposition is excellent but a loss of unstable ketones is observed during the purification.
SILVER MEDIATED ACETYLENIC OXY COPE REARRANGEMENT
Bluthe, Norbert,Gore, Jacques,Malacria, Max
, p. 1333 - 1344 (2007/10/02)
Electrophile initiated acetylenic oxy Cope rearrangement of diversely substituted 5-Hexen-1-yn-3-ols leads to the corresponding αδ-diethylenic aldehydes or ketones in good yields with mainly the E configuration for both double bonds.Silver nitrate and Silver trifluoromethanesulfonate appear to be most suitable electrophiles for this purpose and can be used either stoichiometrically (AgTf) or catalytically (AgNO3).
