90416-80-1Relevant articles and documents
Pinacolatoboron fluoride (pinBF) is an efficient fluoride transfer agent for diastereoselective synthesis of benzylic fluorides
Cresswell, Alexander J.,Davies, Stephen G.,Figuccia, Aude L.A.,Fletcher, Ai M.,Heijnen, Dorus,Lee, James A.,Morris, Melloney J.,Kennett, Alice M.R.,Roberts, Paul M.,Thomson, James E.
, p. 3373 - 3377 (2015/06/02)
The incorporation of alkoxy ligands within a range of alkoxyfluoroboranes and dialkoxyfluoroboranes results in fluoroborane reagents with attenuated Lewis acidity and increased ability to donate fluoride ion(s) when compared to boron trifluoride itself. Pinacolatoboron fluoride (pinBF), prepared in situ from BF3·OEt2 and bis(O-trimethylsilyl)pinacol, has been identified as an efficient fluoride donor which allows highly stereoselective SN1-type epoxide ring-opening (with retention of configuration) of a range of trans-β-methyl-substituted aryl epoxides to give the corresponding syn-fluorohydrins. The substrate scope of this transformation is more broad than the analogous protocol using boron trifluoride alone.
Potassium dihydrogen trifluoride: a novel fluorinating reagent for ring-opening of epoxides
Tamura, Masanori,Shibakami, Motonari,Arimura, Takashi,Kurosawa, Shigeru,Sekiya, Akira
, p. 1 - 4 (2007/10/02)
It has been found that potassium dihydrogen trifluoride is an efficient and easy-to-handle solid reagent for the ring-opening reaction of epoxides giving fluorhydrins regio- and stereo-selectively.The reaction proceeds via cis-addition of HF to the epoxide. - Keywords: Potassium dihydrogen trifluoride; Fluorinating reagent; Ring-opening; Epoxides; Fluorohydrin synthesis
