Gem-Difluoroallyllithium: Preparation by the Transmetalation Procedure and some Reactions.

Abstract

3,3-Difluoroallyltrimethyltin has been prepared by the reaction of beta-trimethylstannylethylidenetriphenylphosphorane with chlorodifluoromethane. This tin compound reacts with n-butyllithium in tetrahydrofuran at -95 C to generate gem-difluoroallyllithium. The latter, however, is not stable in solution at that temperature. If generated in situ in the presence of a triorganochlorosilane, products of type R3SiCF2CH-CH2 are obtained in good yield. Addition to the C=O bond of 3-pentanone to give (C2H5)2C(OH)CF2CH=CH2 was achieved by the method of altnerate, incremental additions. (Author)

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Document Details

Document Type
Technical Report
Publication Date
Jun 28, 1979
Accession Number
ADA071204

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  • Dietmar Seyferth
  • Karl R. Wursthorn

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  • Massachusetts Institute of Technology

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