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.
Original language | English |
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Pages (from-to) | 1036-1039 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 19 |
Issue number | 5 |
DOIs | |
Publication status | Published - 3 Mar 2017 |