期刊
TETRAHEDRON
卷 66, 期 1, 页码 157-163出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.11.026
关键词
Cyclic peroxides; Hydroperoxide cyclization; Bioactivity; Stolonoxides
资金
- Ministerio de Educacion y Ciencia (Spain)
- FEDER [CTQ200402361]
- Junta de Andalucia [FQM-285, FQM-169]
A route to cyclic peroxides containing 1,2-dioxolane, 1,2-dioxane or 1,2-dioxepane rings is described. These compounds present simpler structures related to the bicyclic core of stolonoxides, metabolites with marked cytotoxicity against several mammalian tumor cell lines, isolated from the marine tunicate Stolonica socialis. The key synthetic step consists in the intramolecular Michael addition of a secondary hydroperoxide group to an alpha,beta-unsaturated ester. (C) 2009 Elsevier Ltd. All rights reserved.
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