Christian Fuchs RSC Adv 20Aug13.pdf (375.64 kB)
Download fileStudies on the double alkylation of 2,2-disubstituted-1,3-dithiacycloalkane-S-oxides: synthesis of tertiary thiol derivatives
journal contribution
posted on 2014-08-07, 12:38 authored by Christian Fuchs, Mark Edgar, Mark ElsegoodMark Elsegood, George WeaverGeorge WeaverDi-alkylation of 2,2-dimethyl-1,3-dithiacycloalkane-S-oxides has been achieved allowing the synthesis of
two tertiary thiol centres. The diastereoisomers of the mono-alkylated products have been shown to
react at different rates. The X-ray crystal structures of three substituted dithiane-S-oxides have been
determined, and the conversion of the dialkylated products into cyclic disulfide derivatives of tertiary
thiols (1,2-dithiolanes) has been achieved by treatment with acid.
Funding
The authors thank Loughborough University for financial support.
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