223727-89-7Relevant academic research and scientific papers
Preparation and synthetic applications of enantiopure (2S,3S)- or (2R,3S)-2-halomethyl-1,2-epoxyalkan-3-amines
Barluenga, Jose,Baragana, Beatriz,Concellon, Jose M.
, p. 2843 - 2846 (2007/10/03)
Enantiomerically pure (2S,3S)-3 and its diastereoisomer (2R,3S)-2- halomethy-1-1,2-epoxyalkan-3-amine 4 have been obtained from 1-aminoalkyl halomethyl ketones 1 and (iodomethyl)lithium or (chloromethyl)lithium, respectively. Some synthetic applications of compounds 3 are described: chiral unsaturated 1,3-aminoalcohols 8 or 2-(halomethylidene)-3- (dibenzylamino)-alkan-1-ol 11 is obtained from 3 by halogeno-lithium or by hydrogen-lithium exchange, respectively. Transformation of 8c into its methyl ester derivative 9c is also reported.
