Journal of the Chemical Society. Perkin transactions I p. 930 - 933 (1981)
Update date:2022-08-11
Topics:
Auret, Barbara J.
Boyd, Derek R.
Breen, Fiona
Greene, Ruth M. E.
Robinson, Peter M.
Enzymes present in the fungus Mortierella isabellina catalyse the transfer of an oxygen atom to the cyclic thioacetal 1,3-dithian and from 1,3-dithian 1-oxide, 1,3,5-trithian 1-oxide, and cis-1,3-dithian 1,3-dioxide.The oxidation of 1,3-dithian and the acyclic thioacetal bis-(p-tolylthio)methane to form the corresponding monosulphoxides occurred in the presence of growing cultures of Aspergillus foetidus and a Helminthosporium species.The degree and the preferred direction of stereoselectivity occurring during the asymmetric oxidation and reduction steps was deduced from the enantiomeric excess (e.e.) and absolute stereochemistry of the isolated 1,3-dithian 1-oxide and p-tolylthio-(p-tolylsulphinyl)metane.
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