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Synlett 1995; 1995(4): 327-328
DOI: 10.1055/s-1995-4956
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Chlorofluorination of Alkenes and Alkynes Using a New Reagent N-Chlorosaccharin - HF/Pyridine System

Darko Dolenc, Boris Šket*
  • *Department of Chemistry, University of Ljubljana, Aškerčeva 5, 61000 Ljubljana, Slovenia
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Publication Date:
31 December 2000 (online)

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Chlorofluorination of alkenes and alkynes with an N-chlorosaccharin - HF/pyridine system results in the formation of vicinal chloro-fluoroalkanes or alkenes, respectively. Depending upon the substrate, the addition proceeds either exclusively anti or with high anti stereoselectivity. Only Markovnikov type adducts are formed in practically quantitative yields.

chlorofluorination of alkenes and alkynes - vicinal chlorofluoroalkanes - stereospecifity - stereoselectivity - regiospecifity

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