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Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst

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Abstract

Herein, we describe our initial development of an asymmetric Pd-catalyzed annulation between aryl iodides and racemic epoxides for synthesis of 2,3-dihydrobenzofurans using a chiral norbornene cocatalyst. A series of enantiopure ester-, amide- and imide-substituted norbornenes have been prepared with a reliable synthetic route. Promising enantioselectivity (42–45% ee) has been observed using the isopropyl ester-substituted norbornene (N1*) and the amide-substituted norbornene (N7*).

Graphical abstract: Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst

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Publication details

The article was received on 02 Aug 2018, accepted on 22 Sep 2018 and first published on 25 Sep 2018


Article type: Research Article
DOI: 10.1039/C8QO00808F
Citation: Org. Chem. Front., 2018, Advance Article
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    Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst

    R. Li, F. Liu and G. Dong, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00808F

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