Palladium‐catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes

A palladium‐catalyzed asymmetric reductive Heck reaction of unactivated aliphatic alkenes with eliminable β‐H has been realized for the first time. A series of optically active bicyclo[3.2.1]octanes bearing a chiral quaternary and a tertiary carbon stereocenters were obtained in good yields with excellent enantioselectivities, exhibiting good functional group tolerance and scalability. Moreover, the deuterated optically active bicyclo[3.2.1]octanes could also be obtained in high efficiency.

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