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Issue 20, 2011
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Syntheses of sulfur and selenium analogues of pachastrissamine via double displacements of cyclic sulfate

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Abstract

Bioisosteric analogues of pachastrissamine that contain sulfur and selenium atoms replacing the oxygen in the ring system, were efficiently prepared from a cyclic sulfate intermediate by sequential intermolecular and intramolecular SN2 displacement reactions of the dianions. The analogues exhibited cytotoxicities comparable to that of pachastrissamine.

Graphical abstract: Syntheses of sulfur and selenium analogues of pachastrissamine via double displacements of cyclic sulfate

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Publication details

The article was received on 08 Jun 2011, accepted on 19 Jul 2011 and first published on 30 Aug 2011


Article type: Paper
DOI: 10.1039/C1OB05920C
Org. Biomol. Chem., 2011,9, 7237-7242

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    Syntheses of sulfur and selenium analogues of pachastrissamine via double displacements of cyclic sulfate

    H. Jeon, H. Bae, D. J. Baek, Y. Kwak, D. Kim and S. Kim, Org. Biomol. Chem., 2011, 9, 7237
    DOI: 10.1039/C1OB05920C

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