The Conformation of Some 1,6-Disulfide-Bridged D-Hexopyranoses

E.D. Goddard-Borger, Brian Skelton, Robert Stick, Allan White

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The use of H-1 NMR spectroscopy, in tandem with X-ray crystallography, has cast light on the conformation of the 1,6-disulfide-bridged derivatives of D-gluco-, D-manno-, D-allo-, D-galacto-, and D-talo-pyranose. A similar investigation was performed on the thiosulfinate derived from the D-gluco disulfide. Single-crystal X-ray structure determinations are reported for (1S, 5S, 6S, 7S, 8R)- 6,7,8- tribenzoyloxy-9-oxa-2,3-dithiabicyclo[ 3.3.1]nonane, ( 1S, 5S, 6S, 7R, 8R)- 6,7,8- tribenzoyloxy- 9-oxa-2,3-dithiabicyclo[ 3.3.1] nonane, and ( 1S, 2S, 5S, 6S, 7S, 8R)6,7,8- triacetoxy-9-oxa-2,3-dithiabicyclo[ 3.3.1] nonane 2-oxide.
Original languageEnglish
Pages (from-to)199-205
JournalAustralian Journal of Chemistry:
Volume58
Issue number3
DOIs
Publication statusPublished - 2005

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