Selectivity of Oxidizing Agents toward Axial and Equatorial Hydroxyl Groups

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F22%3A00559495" target="_blank" >RIV/61388963:_____/22:00559495 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/22:10446214
Result on the web
<a href="https://doi.org/10.1021/acs.joc.2c00877" target="_blank" >https://doi.org/10.1021/acs.joc.2c00877</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.2c00877" target="_blank" >10.1021/acs.joc.2c00877</a>

Result language
angličtina
Original language name
Selectivity of Oxidizing Agents toward Axial and Equatorial Hydroxyl Groups
Original language description
A total of 16 oxidizing reagents were screened to compare their oxidation selectivities for axial and equatorial hydroxyl moieties using steroidal methyl chenodeoxycholate, methyl deoxycholate, and 4-tert-butylcyclohexanol (cis/trans 1:1 mixture). These compounds were selected for their stable chair conformations. The results of our study demonstrated that, for the oxidation of a scaffold bearing both axial and equatorial hydroxyl groups, nitroxide-radical-based reagents should be the first choice if oxidation of the equatorial hydroxyl group is needed and Stevens or Dess-Martin reagents should be the first choice for the preferential oxidation of the axial hydroxyl group.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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