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Chemical Synthesis

XtalFluors

XtalFluors: Convenient crystalline deoxofluorination reagents

XtalFluors are crystalline dialkylaminodifluorosulfinium tetrafluoroborate salts useful in the deoxofluorination of hydroxyl and carbonyl moieties when used in conjunction with a promoter such as DBU, Et3N ∙ 3HF, or Et3N ∙ 2HF.

 

 
 
Advantageous Properties
  • Air stable solid
  • Greater thermal stability than DAST or DeoxoFluor
  • Works for a broad substrate scope
  • Provides predictable and high chemoselectivity
  • Does not generate free-HF under anhydrous conditions
  • Simple work-up procedure

 

Specific Examples

 

References

  1. Beaulieu, F. et al. Org. Lett. 2009, 11, 5050.
  2. L’Heureux, A. et al. J. Org. Chem. 2010, 75, 3401

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