Studies on the double alkylation of 2,2-disubstituted-1,3-dithiacycloalkane-S-oxides: synthesis of tertiary thiol derivatives
journal contributionposted on 2014-08-07, 12:38 authored by Christian Fuchs, Mark Edgar, Mark ElsegoodMark Elsegood, George WeaverGeorge Weaver
Di-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.
The authors thank Loughborough University for financial support.
Published inRSC ADVANCES
Pages21911 - 21918 (8)
CitationFUCHS, C. ... et al., 2013. Studies on the double alkylation of 2,2-disubstituted-1,3-dithiacycloalkane-S-oxides: synthesis of tertiary thiol derivatives. RSC Advances, 3, pp.21911-21918.
Publisher© Royal Society of Chemistry
- AM (Accepted Manuscript)