biostudies-literatureUnknown13Hamada YFollowing 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.Beilstein journal of organic chemistry1507-1512https://www.ebi.ac.uk/biostudies/studies/S-EPMC5550803biostudies-literatureBase-promoted isomerization of CF₃-containing allylic alcohols to the corresponding saturated ketones under metal-free conditions.PMC5550803Hamada YKawasaki-Takasuka TYamazaki TfalseBase-promoted isomerization of CF₃-containing allylic alcohols to the corresponding saturated ketones under metal-free conditions.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.2017-01-01T00:00:00Z20172025-04-05T14:18:51.858Z2019-03-27T02:53:08ZS-EPMC55508032884519410.3762/bjoc.13.149