322-07-6Relevant articles and documents
β-fluoroamphetamines via the stereoselective synthesis of benzylic fluorides
Cresswell, Alexander J.,Davies, Stephen G.,Lee, James A.,Roberts, Paul M.,Russell, Angela J.,Thomson, James E.,Tyte, Melloney J.
supporting information; experimental part, p. 2936 - 2939 (2010/09/10)
A range of substituted aryl epoxides undergo efficient ring-opening hydrofluorination upon treatment with 0.33 equiv of BF3-OEt 2 in CH2Cl2 at -20 -°C to give the corresponding syn-fluorohydrins, consistent with a mechanism involving a stereoselective SN1-type epoxide ring-opening process. The benzylic fluoride products of these reactions are valuable templates for further elaboration, as demonstrated by the preparation of a range of aryl-substituted β-fluoroamphetamines.
Substituent Effects in 13C-N.M.R. Spectra of Diastereomeric Chalcone Dihalogenides. V. Synthesis, Stereochemistry and Spectroscopy of Chalcone Fluorohydrines
Weber, Fritz Gerd,Giese, Hartmut,Koeppel, Hubert,Reinhold, Monika,Strobel, Rita,et al.
, p. 133 - 143 (2007/10/02)
Chalcone fluorohydrins 1 and diastereomeric pairs of chalcone chlorohydrins 2 as standards are investigated in the i.r., 1H, 19F, and 13C n.m.r. spectroscopy field.The substituent dependence of the spectral parameters is discussed.The assignment of confor