Catalytic asymmetric addition to cyclic N-acyl-iminium: Access to sulfone-bearing contiguous quaternary stereocenters

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F22%3A10447193" target="_blank" >RIV/00216208:11310/22:10447193 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=VUZeaq9LnN" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=VUZeaq9LnN</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d2cc02667h" target="_blank" >10.1039/d2cc02667h</a>

Result language
angličtina
Original language name
Catalytic asymmetric addition to cyclic N-acyl-iminium: Access to sulfone-bearing contiguous quaternary stereocenters
Original language description
Herein, we report the first chiral phosphoric acid (CPA)-catalyzed asymmetric addition of α-fluoro(phenylsulfonyl)methane (FSM) derivatives to in situ generated cyclic N-acyliminium. This process enables metal-free expeditious access to sulfone and fluorine incorporating contiguous all substituted quaternary stereocenters ingrained in biorelevant isoindolinones in excellent stereoselectivities (up to 99% ee and up to 50 : 1 dr).
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/GA20-29336S" target="_blank" >GA20-29336S: Enantioselective transformations using Brønsted acid catalysis and aminocatalysis (BACA)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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