Recent Advances in Catalysis Using Organoborane-Mediated Hydride Abstraction

Abstract

Abstract C–H functionalization is widely regarded as an important area in the development of synthetic methodology, enabling the design of more time- and atom-efficient syntheses. The ability of electron-deficient organoboranes to mediate hydride abstraction from α-amino C–H bonds is therefore of great interest, as the reactive iminium and hydridoborate moieties generated are able to participate in a range of synthetically useful transformations. In this review, we cover the recent advances made in organoborane-mediated hydride abstraction, and focus on the catalytic applications of electron-deficient boranes in α- or β-functionalization, α,β-difunctionalization, and the dehydrogenation of amines. 1 Introduction 2 α-Functionalization of Amines 3 β-Functionalization of Amines 4 α,β-Difunctionalization of Amines 5 Dehydrogenation of Amines 6 Summary and Future Prospects