151508-04-2Relevant academic research and scientific papers
A new procedure for the synthesis of azasugars
Lay, Luigi,Nicotra, Francesco,Paganini, Angelo,Pangrazio, Cristina,Panza, Luigi
, p. 4555 - 4558 (2007/10/02)
Reaction of the commercially available 2,3,5-tri-O-benzyl-D-arabinose with a primary amine (RNH2) affords the arabinofuranosylamine 2, which on treatment with a Grignard reagent stereoselectively gives the aminoalcohol 3. 3 is an useful precursor of azasugars: it is converted into the pyrrolidine 4 by treatment with Tf2O-Py, whereas by oxidation with PCC it affords the lactam 5 which can be reduced to the corresponding amine 6.
