Catalytic asymmetric addition to cyclic N-acyl-iminium: access to sulfone-bearing contiguous quaternary stereocenters
Language English Country England, Great Britain Media electronic
Document type Journal Article
PubMed
35983733
DOI
10.1039/d2cc02667h
Knihovny.cz E-resources
- MeSH
- Catalysis MeSH
- Methane * MeSH
- Stereoisomerism MeSH
- Sulfones * MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Methane * MeSH
- Sulfones * 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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