title: Enantioselective Squaramide-Catalyzed Trifluoromethylthiolation-Sulfur-Michael/Aldol Cascade Reaction: One-Pot Synthesis of CF3S-Containing Spiro Cyclopentanone-Thiochromanes.
abstract: A novel bifunctional squaramide-catalyzed one-pot electrophilic trifluoromethylthiolation-sulfur-Michael/aldol cascade reaction for the construction of CF3S-containing spiro-cyclopentanone-thiochromanes was developed. This convenient, one-pot cascade reaction serves as a powerful tool for the enantioselective construction of potential bioactive spiro-cyclopentanone-thiochromanes, which have one quaternary stereocenter containing a CF3S group and three contiguous stereocenters including one spiro all-carbon quaternary center, in moderate to good yields with excellent stereoselectivities (up to 15:1 dr, >99% ee). The synthetic transformations of the resulting products were also be achieved.
authors.affiliation: School of Chemistry and Chemical Engineering, Beijing Institute of Technology , Beijing 100081, People's Republic of China.
authors.forename: Bo-Liang
authors.initials: BL
authors.lastname: Zhao
authors.affiliation: School of Chemistry and Chemical Engineering, Beijing Institute of Technology , Beijing 100081, People's Republic of China.
authors.forename: Da-Ming
authors.identifier: 0000-0002-9924-5117
authors.initials: DM
authors.lastname: Du