The generation of gem-difluoroallyllithium by the transmetalation reaction |
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Authors: | Dietmar Seyferth Karl R Wursthorn |
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Institution: | Department of Chemistry Massachusetts Institute of Technology Cambridge, Massachusetts 02139 USA |
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Abstract: | 3,3-Difluoroallyltrimethyltin was prepared by reaction of chlorodifluoromethane with the ylide reagent Ph3PCHCH2SnMe3-Difluoroallyllithium, which was generated by the reaction of -butyllithium with 3,3-difluoroallyltrimethyltin in THF at ?95°, was of very limited stability at that temperature. However, procedures and alternate incremental addition procedures allowed its application in the synthesis of 1,1-difluoroallylsilanes from chlorosilanes and of CH2CHCF2C(OH)-Et2 from 3-pentanone. |
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