Ni-Catalyzed Reductive Difunctionalization of Alkenes

Alkene difunctionalization represents one of the most efficient methods to synthesize highly functionalized molecules from simple and readily available starting materials. In contrast to the well-established redox-neutral alkene difunctionalization reactions, reductive alkene difunctionalization, which simultaneously introduces two electrophiles on both sides of the double bond, has been much less developed, especially in enantioselective manner. This review summarizes recent advances in the nickel-catalyzed reductive difunctionalization of alkenes and highlights the enantioselective transformations. 1 Introduction 2 Nickel-Catalyzed Racemic Reductive Difunctionalization of Alkenes 3 Nickel-Catalyzed Enantioselective Reductive Difunctionalization of Alkenes 3.1 Diarylation of Alkenes 3.2 Aryl-alkenylation of Alkenes 3.3 Aryl-monofluoroalkenylation of Alkenes 3.4 Reductive Cyclization/Coupling with Alkynyl Bromides or Asymmetric Internal Alkynes 3.5 Aryl-alkylation of Alkenes 3.6 Aryl-amination of Alkenes 4 Summary and Outlook