R. Zimmer et al., REDUCTIVE TRANSFORMATIONS OF 6H-1,2-OXAZINES WITH HYDRIDE REAGENTS - FORMATION OF AZIRIDINES AND 3-HYDROXYALKYLATED 1,2-OXAZINES, Liebigs Annalen der Chemie, (10), 1993, pp. 1155-1157
6H-1,2-Oxazines 1 and 3 are converted into aziridines 2 and 4, respect
ively, by reduction with LiAlH4. Reduction of 1,2-oxazine 5 lacking th
e 6-alkoxy substituent leads to phenyl ketone 6. 6-Alkoxy-substituted
1,2-oxazine-3-carboxylates 7, 9, and 11 are reduced with NaBH4 to give
the corresponding 3-hydroxymethylated compounds 8, 10, and 12 in good
yields.