Addition of nitromethane to D-xylose leads to the formation of two epi
meric deoxynitroalditols, namely 1-deoxy-1-nitro-D-iditol and 6-deoxy-
6-nitro-L-glucitol. Conversion of the former, obtainable in good yield
by direct crystallisation, by a modified Nef reaction in an argon atm
osphere afforded 68% of D-idose, which may readily be converted into 1
,6-anhydro-beta-D-idopyranose (''D-idosan''). (C) 1998 Elsevier Scienc
e Ltd. All rights reserved.