Enantioselective Construction of Spirooxindole-Fused Cyclopentanes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F21%3A10432597" target="_blank" >RIV/00216208:11310/21:10432597 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11160/21:10432597
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-mhRIYJd5a" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-mhRIYJd5a</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.1c01116" target="_blank" >10.1021/acs.joc.1c01116</a>
Alternative languages
Result language
angličtina
Original language name
Enantioselective Construction of Spirooxindole-Fused Cyclopentanes
Original language description
The present study reports an asymmetric organocatalytic cascade reaction of oxindole derivates with alpha,beta-unsaturated aldehydes efficiently catalyzed by simple chiral secondary amine. Spirooxindole-fused cyclopentanes were produced in excellent isolated yields (up to 98%) with excellent enantiopurities (up to 99% ee) and moderate to high diastereoselectivities. The synthetic utility of the protocol was exemplified on a set of additional transformations of the corresponding spiro compounds. In addition, a study showing the promising biological activity of selected enantioenriched products was accomplished.
Czech name
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Czech description
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Classification
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
10401 - Organic chemistry
Result continuities
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)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
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Volume of the periodical
86
Issue of the periodical within the volume
18
Country of publishing house
US - UNITED STATES
Number of pages
21
Pages from-to
12623-12643
UT code for WoS article
000697353500015
EID of the result in the Scopus database
2-s2.0-85111200681