Christian Fuchs RSC Adv 20Aug13.pdf (375.64 kB)

Studies on the double alkylation of 2,2-disubstituted-1,3-dithiacycloalkane-S-oxides: synthesis of tertiary thiol derivatives

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journal contribution
posted on 07.08.2014, 12:38 by Christian Fuchs, Mark Edgar, Mark Elsegood, George 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.

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.

Publisher

© Royal Society of Chemistry

Version

AM (Accepted Manuscript)

Publication date

2013

ISSN

2046-2069

eISSN

2046-2069

Language

en

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Keywords

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