Abstract
β-Nitro alcohols were converted to the corresponding nitro imines in the presence of lithium hexmethyldisilazide (LHMDS) in one pot. The formal transformation of the hydroxy to imino group proceeded in a sequence of the retro nitro-aldol reaction of β-nitro alcohols and the double nitro-Mannich reaction of the resulting aldimines and nitro alkane dianions.
Notes
a β-Nitro alcohols were added to the solution of LHMDS at the temperature mentioned.
b No reaction.
c The ratios were determined by 1H NMR spectroscopy.