Catalytic asymmetric addition to cyclic N-acyl-iminium: access to sulfone-bearing contiguous quaternary stereocenters
Jazyk angličtina Země Velká Británie, Anglie Médium electronic
Typ dokumentu časopisecké články
PubMed
35983733
DOI
10.1039/d2cc02667h
Knihovny.cz E-zdroje
- MeSH
- katalýza MeSH
- methan * MeSH
- stereoizomerie MeSH
- sulfony * MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- methan * MeSH
- sulfony * MeSH
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).
Department of Inorganic Chemistry Faculty of Science Charles University 128 43 Prague Czech Republic
Department of Organic Chemistry Faculty of Science Charles University 128 43 Prague Czech Republic
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