Organocatalytic Allylic Amination of Morita-Baylis-Hillman Carbonates

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F19%3A10392808" target="_blank" >RIV/00216208:11310/19:10392808 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=KcUhzSXWuF" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=KcUhzSXWuF</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1055/s-0037-1611229" target="_blank" >10.1055/s-0037-1611229</a>

Result language
angličtina
Original language name
Organocatalytic Allylic Amination of Morita-Baylis-Hillman Carbonates
Original language description
An organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates with aromatic amines in the presence of -isocupreidine is described. Chiral allylic amines were obtained in almost quantitative yields (90-96%) with moderate enantioselectivity. Recrystallization afforded products in good yields (45-73%) and high optical purity (82-99% ee). This method provides a facile and efficient route to obtain optically active -lactams, including the building block of the cholesterol-lowering drug Ezetimibe.
Czech name
—
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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