Palladium-Catalyzed Asymmetric Annulation Between Aryl Iodides and Racemic Epoxides Using a Chiral Norbornene Cocatalyst

22 June 2018, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


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*).


Chiral Norbornene
Aryl Iodides
Racemic Epoxides
Palladium-catalyzed Asymmetric Annulation

Supplementary materials

asymmetric annulation SI


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