Zinc-Mediated Diastereoselective Acyloxyallylation of Isoxazolidine-4,5-diols

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388980%3A_____%2F25%3A00617325" target="_blank" >RIV/61388980:_____/25:00617325 - isvavai.cz</a>
Result on the web
<a href="https://www.scopus.com/pages/publications/105001068518" target="_blank" >https://www.scopus.com/pages/publications/105001068518</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1055/a-2503-2981" target="_blank" >10.1055/a-2503-2981</a>

Result language
angličtina
Original language name
Zinc-Mediated Diastereoselective Acyloxyallylation of Isoxazolidine-4,5-diols
Original language description
The synthesis of new N-Boc- and N-Cbz-protected delta-(hydroxyamino)-a,(3,y-triols is described for the first time. Products were prepared from 3,4-trans-isoxazolidine-4,5-diols, containing different substituents at the C-3 position, by a zinc-mediated acyloxyallylation reaction in good to excellent yields with excellent 3,4-anti simple diastereoselectivity and good 4,5-syn facial diastereoselectivity. Reductive cleavage of the N-O bond can provide 6-amino-a,(3,y-triol, thus demonstrating the potential synthetic utility of 6-(hydroxyamino)a,(delta,y-triols as useful building blocks for bioactive molecules.
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
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OECD FORD branch
10402 - Inorganic and nuclear chemistry

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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