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.
Funding
The authors thank Loughborough University for financial support.
History
School
Science
Department
Chemistry
Published in
RSC ADVANCES
Volume
3
Issue
44
Pages
21911 - 21918 (8)
Citation
FUCHS, 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.