146801-38-9Relevant articles and documents
Copper-Catalyzed Aldol Reaction of Vinyl Azides with Trifluoromethyl Ketones
Liu, Zhenhua,Zhang, Zhihai,Zhu, Guangyu,Zhou, Yiqin,Yang, Lin,Gao, Wen,Tong, Lili,Tang, Bo
supporting information, p. 7324 - 7328 (2019/10/08)
A novel and efficient aldol reaction of readily available vinyl azides with trifluoromethyl ketones by copper catalysis is developed. The reaction is proposed to go through a nucleophilic trapping of vinyl azides with trifluoromethyl ketones as a trifluor
Base-promoted isomerization of CF3-containing allylic alcohols to the corresponding saturated ketones under metal-free conditions
Hamada, Yoko,Kawasaki-Takasuka, Tomoko,Yamazaki, Takashi
, p. 1507 - 1512 (2017/08/14)
Following to the computational expectation, our previously reported intriguing 1,3-proton shift of 4,4,4-trifluorobut-2-yn-1-ols was successfully extended to the 4,4,4-trifluorobut-2-en-1-ol system under metal-free conditions to afford the corresponding saturated ketones in high to excellent chemical yields using such a convenient and easy-to-handle base as DBU at the toluene refluxing temperature, and utilization of the corresponding optically active substrates unambiguously demonstrated that this transformation proceeded in a highly stereoselective fashion.
Efficient and highly enantioselective construction of trifluoromethylated quaternary stereogenic centers via high-pressure mediated organocatalytic conjugate addition of nitromethane to β,β-disubstituted enones
Kwiatkowski, Piotr,Cholewiak, Agnieszka,Kasztelan, Adrian
supporting information, p. 5930 - 5933 (2015/01/09)
A very effective high-pressure-induced acceleration of asymmetric organocatalytic conjugate addition of nitromethane to sterically congested β,β-disubstituted β-CF3 enones has been developed. A combination of pressure (8-10 kbar) and noncovalent catalysis with low-loading of chiral tertiary amine-thioureas (0.5-3 mol %) is shown to provide very efficient access to a wide range of γ-nitroketones containing trifluoromethylated all-carbon quaternary stereogenic centers in the β-position (80-97%, 92-98% ee).