Ru(II)–Pheox-Catalyzed Asymmetric Intramolecular Cyclopropanation of Electron-Deficient Olefins

The first highly enantioselective intramolecular cyclopropanation of electron-deficient olefins, in the presence of Ru­(II)–-Pheox catalyst, is reported. The corresponding cyclopropane-fused γ-lactones were obtained in high yields (up to 99%) with excellent enantioselectivities (ee up to 99%). Moreo...

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Veröffentlicht in:Organic letters 2015-06, Vol.17 (11), p.2792-2795
Hauptverfasser: Nakagawa, Yoko, Chanthamath, Soda, Shibatomi, Kazutaka, Iwasa, Seiji
Format: Artikel
Sprache:eng
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Zusammenfassung:The first highly enantioselective intramolecular cyclopropanation of electron-deficient olefins, in the presence of Ru­(II)–-Pheox catalyst, is reported. The corresponding cyclopropane-fused γ-lactones were obtained in high yields (up to 99%) with excellent enantioselectivities (ee up to 99%). Moreover, this method enables efficient access to enantioenriched dicarbonyl cyclopropane derivatives, which are important intermediates for the synthesis of various bioactive compounds.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01201