The enantioselective addition of 1-fluoro-1-nitro (phenylsulfonyl) methane to isatin-derived ketimines

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F17%3A10365523" target="_blank" >RIV/00216208:11310/17:10365523 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1039/c7ob02408h" target="_blank" >http://dx.doi.org/10.1039/c7ob02408h</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c7ob02408h" target="_blank" >10.1039/c7ob02408h</a>

Result language
angličtina
Original language name
The enantioselective addition of 1-fluoro-1-nitro (phenylsulfonyl) methane to isatin-derived ketimines
Original language description
An asymmetric organocatalytic addition of fluorinated phenyl-sulfonylnitromethane to isatin-derived ketimines was developed. The reaction was efficiently catalyzed by a chiral tertiary amine, cinchonine. This methodology provides a new type of optically active compound with two adjacent quaternary carbon stereocenters in good yield (up to 96%), with moderate diastereoselectivity (up to 5.7 : 1 dr) and excellent enantioselectivity (up to 98/ 96% ee).
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/GA16-23597S" target="_blank" >GA16-23597S: Organocatalytic Enantioselective Transformations Using Morita-Baylis-Hillman Derivatives and Allenoates (ORG-ETUDA)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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