Abstract
The reaction of 1,1,1,3,3,3-hexafluoro-2-(p-tert-butyl)phenyl-2-propanol with n-butyl-lithium/N,N,N′,N′-tetramethylethylenediamine (TMEDA) provides dilithioderivative 1b, which, upon reaction with thionyl chloride, gave cyclic and acyclic sulfites 3 and 4 as precursors of the sulfurane 2b with simultaneous formation of cyclic sulfinate 5. This ester was utilized for the preparation of asymmetrical spirosulfuranes 7 or ortho-perfluorocumylaryl(alkyl) sulfoxides 8. Attempts to obtain it as an optically active species are also mentioned.
Acknowledgments
Studies in Łódź were carried out with the partial financial support of the State Committee for Scientific Research (KBN Grant No. T09A 1015 22 for J. D.).