biostudies-literatureWang QVetenskapsrådetKnut och Alice Wallenbergs Stiftelsee202210509https://www.ebi.ac.uk/biostudies/studies/S-EPMC9828052biostudies-literatureUnknown61(46)We report herein a new method for the synthesis of densely functionalized chiral allyl SCF<sub>3</sub> , SCF<sub>2</sub> R, SCN and SAr species with a separate CF<sub>3</sub> functionality. The synthetic approach is based on selenium-catalyzed sulfenofunctionalization of chiral α-CF<sub>3</sub> allylboronic acids. The reactions proceeded with remarkably high stereo-, diastereo- and site-selectivity, based on the formation of a stable thiiranium ion followed by rapid deborylative ring opening.Angewandte Chemie (International ed. in English)Sulfenofunctionalization of Chiral α-Trifluoromethyl Allylboronic Acids: Asymmetric Synthesis of SCF<sub>3</sub> , SCF<sub>2</sub> R, SCN and SAr Compounds.PMC98280522021-042822018.0066Wang QNilsson TEriksson LSzabo KJfalseSulfenofunctionalization of Chiral α-Trifluoromethyl Allylboronic Acids: Asymmetric Synthesis of SCF<sub>3</sub> , SCF<sub>2</sub> R, SCN and SAr Compounds.We report herein a new method for the synthesis of densely functionalized chiral allyl SCF<sub>3</sub> , SCF<sub>2</sub> R, SCN and SAr species with a separate CF<sub>3</sub> functionality. The synthetic approach is based on selenium-catalyzed sulfenofunctionalization of chiral α-CF<sub>3</sub> allylboronic acids. The reactions proceeded with remarkably high stereo-, diastereo- and site-selectivity, based on the formation of a stable thiiranium ion followed by rapid deborylative ring opening.2022-01-01T00:00:00Z2022 Nov2026-03-18T13:51:17.858Z2025-04-21T14:02:10.173ZS-EPMC98280523615231010.1002/anie.202210509