Homochiral Perfluoroalkyl-Group-Substituted Secondary Alcohols Through Stereoselective Reduction of Perfluoroalkyl 1-(p-Tolylsulfinyl)alkyl Ketones
- 1 January 1988
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1988 (12) , 955-960
- https://doi.org/10.1055/s-1988-27764
Abstract
The reduction of some enantiomerically pure perfluoroalkyl α-(p-tolylsulfinyl) ketones was performed. Alcohols containing perfluoroalkyl and p-tolylsulfinyl groups were obtained with high diastereoselection when a phenyl residue was present on the sulfinylated carbon and with lower diastereoselection in the other cases. Removal of the chiral sulfinyl group from single diastereoisomers gave secondary alcohols containing a perfluoroalkyl group in enantiomerically pure form.Keywords
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