Issue 21, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
02 Leq 2018
Accepted
22 Way 2018
First published
25 Way 2018

Org. Chem. Front., 2018,5, 3108-3112

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, 5, 3108 DOI: 10.1039/C8QO00808F

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