AI Article Synopsis
- Sodium periodate can effectively cleave C-C bonds in twelve different epoxides, producing carbonyl compounds with yields up to 91%. * The reaction involves two steps: first, the epoxide opens to form a vicinal diol, which is then cleaved to yield the carbonyl compound. * This method offers a selective alternative to the traditional ozonolysis process for achieving similar results.
Article Abstract
The sodium periodate mediated oxidative cleavage of the C-C bond of twelve epoxides is reported with yields of the corresponding carbonyl compounds in up to 91%. This is a two-step reaction that proceeds through a rate-limiting epoxide opening to a vicinal diol that is cleaved in situ to the corresponding carbonyl compound. This method serves as a chemoselective alternative to ozonolysis.
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Source |
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2783163 | PMC |
| http://dx.doi.org/10.1016/j.tetlet.2008.02.142 | DOI Listing |
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