Highly enantioselective addition of sulfur-containing heterocycles to isatin-derived ketimines

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F19%3A10396505" target="_blank" >RIV/00216208:11310/19:10396505 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=D-uzpSjEE_" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=D-uzpSjEE_</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c9ob01338e" target="_blank" >10.1039/c9ob01338e</a>

Result language
angličtina
Original language name
Highly enantioselective addition of sulfur-containing heterocycles to isatin-derived ketimines
Original language description
In this study, we report a highly stereoselective addition of sulfur-containing heterocyclic compounds to isatin-derived ketimines efficiently catalyzed by cinchonidine-derived bifunctional tertiary aminothiourea (1 mol%). This organocatalytic methodology furnishes a new type of optically active heterocyclic compound with two adjacent chiral quaternary carbon stereocenters in good yield (up to 98%), with excellent diastereoselectivity (up to 20 : 1 dr) and high enantioselectivity (up to 95% 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
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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