SYNTHESIS AND CONFORMATIONAL STUDY OF STEREOISOMERIC 3-BENZYLPERHYDRO-1,2,3-BENZOXATHIAZINE AND 3-BENZYLPERHYDRO-1,2,3-BENZOXATHIAZOLE 2-OXIDES

Citation
T. Viljanen et al., SYNTHESIS AND CONFORMATIONAL STUDY OF STEREOISOMERIC 3-BENZYLPERHYDRO-1,2,3-BENZOXATHIAZINE AND 3-BENZYLPERHYDRO-1,2,3-BENZOXATHIAZOLE 2-OXIDES, Acta chemica Scandinavica, 50(11), 1996, pp. 1036-1040
Citations number
17
Categorie Soggetti
Chemistry,Biology
Journal title
ISSN journal
0904213X
Volume
50
Issue
11
Year of publication
1996
Pages
1036 - 1040
Database
ISI
SICI code
0904-213X(1996)50:11<1036:SACSOS>2.0.ZU;2-S
Abstract
cis- and trans-fused -3,4,4a,5,6,7,8,8a-octahydro-1,2,3-benzoxathiazin e 2-oxides and l-3H-3a,4,5,6,7,7a-hexahydro-1,2,3-benzoxathiazole 2-ox ides have been prepared by means of cyclization of cis-and trans-N-ben zyl-2-aminomethyl- and -2-amino-cyclohexanols with thionyl chloride an d N-sulfinylamides. Depending on the ring-closure reagent, different r atios of the diastereomers were found. Configurational and conformatio nal assignments were based on the analysis of H-1 and C-13 NMR spectra .