Simple synthesis of 2H-1,3-oxazines and their stereoselective transformation into 1,3-aminoalcohols and azetidines

Article abstract of DOI:10.1016/0040-4020(95)01097-1

4-Amino-1-azadienes 1 undergo cyclization at 20-50°C with esters of glyoxylic acid giving rise to 2H-1,3-oxazines 3. These compounds are reduced with NaBH₃CN/AcOH affording stereoselectivity syn, syn-1,3-aminoalcohols 4, which are further O-mes