136187-43-4Relevant articles and documents
Regio-selective reduction of the C-C double bonds in α,β- unsaturated acyl 4-substituted oxazolidin-2-ones and oxazolidine-2-thiones
Li, Shao-Gang,Jin, Jian-Wei,Wu, Yikang
, p. 846 - 850 (2012/02/02)
Selective saturation of the conjugated C-C double bonds in the title compounds was examined in a systematic way for the first time. Many established protocols effective for similar reduction of α,β-unsaturated ketones and esters in the literature were found to be inapplicable in the present context. The most satisfactory results were finally obtained using the DIBAL-H/MeLi/CuI/HMPA/THF conditions.
Enantioselective synthesis of α-fluorinated β2-amino acids
Edmonds, Michael K.,Graichen, Florian H.M.,Gardiner, James,Abell, Andrew D.
supporting information; experimental part, p. 885 - 887 (2009/04/07)
A methodology for the enantioselective synthesis of α-fluorinated β2-amino acids has been developed from readily available carboxylic acids 3. Conversion to the Evan's oxazolidinone followed by enantioselective fluorination and alkylation gave 7 in high diastereomeric excess (>95%). Subsequent removal of the oxazolidinone and amination at the Bn-protected hydroxyl center gave optically active α-fluorinated β2-amino acids.