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Synthesis of 1,5-Dioxocanes via the Two-Fold C-O Bond Forming Nucleophilic 4+4-Cyclodimerization of Cycloprop-2-en-1-ylmethanols

Edwards, Andrew
; 
Bennin, Trevor
; 
Rubina, Marina
; 
Rubin, Michael
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Abstract
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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2015-08-19
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Royal Society of Chemistry
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Chemistry Scholarly Works
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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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https://hdl.handle.net/1808/24314
DOI
10.1039/c5ra14077c
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