REDUCTIVE TRANSFORMATIONS OF 6H-1,2-OXAZINES WITH HYDRIDE REAGENTS - FORMATION OF AZIRIDINES AND 3-HYDROXYALKYLATED 1,2-OXAZINES

Citation
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
Citations number
30
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01702041
Issue
10
Year of publication
1993
Pages
1155 - 1157
Database
ISI
SICI code
0170-2041(1993):10<1155:RTO6WH>2.0.ZU;2-K
Abstract
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.