Synthesis and conformational study of stereoisomeric 3-benzylperhydro-1,2,3-benzoxathiazine and -benzoxathiazole 2-oxides

Tapio Viljanen, Kalevi Pihlaja, Ferenc Fülöp

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

cis and trans-fused 3-benzyl-3,4,4a,5,6,7,8,8a-octahydro-1,2,3-benzoxathiazine 2-oxides and 3-benzyl-3H-3a,4,5,6,7,7a-hexahydro-1,2,3-benzoxathiazole 2-oxides have been prepared by means of cyclization of cis-and trans-N-benzyl-2-aminomethyl- and -2-amino-cyclohexanols with thionyl chloride and N-sulfinyl-amides. Depending on the ring-closure reagent, different ratios of the diastereomers were found. Configurational and conformational assignments were based on the analysis of 1H and 13C NMR spectra.

Original languageEnglish
Pages (from-to)1036-1040
Number of pages5
JournalActa Chemica Scandinavica
Volume50
Issue number11
DOIs
Publication statusPublished - Nov 1996

ASJC Scopus subject areas

  • Chemical Engineering(all)

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