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Over the last two decades, a renaissance has been witnessed in the research field of donor-acceptor (DA) cyclopropanes. Among all the subclasses of DA cyclopropanes, DA cyclopropanes with an amino group as donor (DA aminocyclopropanes) have drawn particular interest because of the significance of nitrogen-containing functional groups in bioactive compounds. In this chapter, the synthesis of DA aminocyclopropanes is introduced briefly, followed by an in-depth description of their synthetic applications in ring-opening reactions and formal cycloadditions. Asymmetric synthesis involving DA aminocyclopropanes is also discussed, including in particular asymmetric cyclopropanation, enantioselective dearomatization, and desymmetrization processes.
Jérôme Waser, Elija Grinhagena, Najung Lee, Jonas Dechent