473577-25-2Relevant articles and documents
New chiral nitrones in the synthesis of modified nucleosides
Fischer, Róbert,Drucková, Alexandra,Fi?era, Lubor,Rybár, Alfonz,Hametner, Christian,Cyrański, Micha? K.
, p. 1113 - 1117 (2007/10/03)
New chiral nitrones 7 and 12, easily prepared from D-xylose by multistep synthetic routes, undergo regioselective 1,3-dipolar cycloadditions with N-vinylated bases (uracil, adenine) giving isoxazolidinyl nucleosides in good yields. Attack of the dipolarophile on the Z-configuration of the nitrone through exo and endo transition states from the si face of nitrone (C-1′/C-3 erythro) affords C-3/C-5 cis (exo) and C-3/C-5 trans (endo) isoxazolidines as two major isomers.