Synthesis of 1,5-Dioxocanes via the Two-Fold C-O Bond Forming Nucleophilic 4+4-Cyclodimerization of Cycloprop-2-en-1-ylmethanols
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Issue Date
2015-08-19Author
Edwards, Andrew
Bennin, Trevor
Rubina, Marina
Rubin, Michael
Publisher
Royal Society of Chemistry
Type
Article
Article Version
Scholarly/refereed, publisher version
Rights
This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License 4.0 (CC BY-NC-ND 4.0), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
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An efficient [4+4] cyclodimerization of cyclopropenemethanols operating via a two-fold strain release-driven addition of alkoxides across the double bond of cyclopropenes was investigated. This chemo- and diastereoselective transformation provided previously unknown 2,7-dioxatricyclo[7.1.0.04,6]decane scaffolds.
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Citation
Edwards, A., Bennin, T., Rubina, M., & Rubin, M. (2015). Synthesis of 1,5-Dioxocanes via the Two-Fold C-O Bond Forming Nucleophilic 4+4-Cyclodimerization of Cycloprop-2-en-1-ylmethanols. RSC Advances, 5(88), 71849–71853. http://doi.org/10.1039/C5RA14077C
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