Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 11, Pages 1502-1509Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201601144
Keywords
Organocatalysis; Oxidation; Green chemistry; Dihydroxylation; Alkenes
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Funding
- Operational Program Education and Lifelong Learning through the National Strategic Reference Framework (NSRF) program ENISigmaXYSigmaH METADeltaIDeltaAKTOPOmegaN EPEYNHTOmegaN - European Social Fund (ESF) [PE 2431]
- Greek State
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An inexpensive, green, metal-free one-pot procedure for the dihydroxylation of alkenes is described. H2O2 and 2,2,2-trifluoroacetophenone were employed as the oxidant and organocatalyst, respectively, in this highly sustainable protocol in which a variety of homoallylic alcohols, aminoalkenes, and simple alkenes were converted into the corresponding polyalcohols in good to excellent yields. This process takes advantage of an epoxidation reaction followed by an acidic treatment in which water participates in the ring opening of the in situ prepared epoxide to lead to the desired product.
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