The asymmetric transfer hydrogenation of heterobicyclic alkenes was accomplished by using water as the sole hydrogen source. The transformation was co-catalyzed by Pd(OAc)/Zn(OTf) dual catalyst with metallic zinc as reducing agent. Various azabenzonorbornadienes and oxabenzonorbornadienes were transformed to the corresponding chiral 1,2-dihydronaphthalenes by the asymmetric reductive ring-opening reactions with good to excellent enantioselectivities.
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