Enantioselective Cyclopropanation of 4-Nitroisoxazole Derivatives

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F20%3A10413883" target="_blank" >RIV/00216208:11310/20:10413883 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-tnql_6f5d" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-tnql_6f5d</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.202000231" target="_blank" >10.1002/adsc.202000231</a>

Result language
angličtina
Original language name
Enantioselective Cyclopropanation of 4-Nitroisoxazole Derivatives
Original language description
The present study reports an asymmetric organocatalytic cascade reaction of 4-nitroisoxazole derivative with alpha,beta-unsaturated aldehydes catalysed by chiral secondary amine. Using this approach, 1,2,3-trisubstituted cyclopropane products were obtained in isolated yields up to 98% with moderate diastereoselectivities, and enantiopurity up to 99%ee. Moreover, this synthetic protocol can be used for further applications, as shown by a set of additional transformations of the corresponding cyclopropanes and by the formal synthesis of GABA ligands.
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
<a href="/en/project/GA18-20645S" target="_blank" >GA18-20645S: Combined organo- and metal catalysis (CORMECA)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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