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Enantioselective Reaction of 2H-Azirines.

Shuichi Nakamura
Published in: Chemistry, an Asian journal (2019)
2H-Azirines are useful precursors for the synthesis of a variety of chiral aziridine and amine derivatives with a range of biological activities. Owing to the ring strain and the presence of a C=N double bond, 2H-azirines are more reactive than other types of ketimine, and undergo a range of enantioselective reactions, including reduction and Diels-Alder reactions, as well as nucleophilic addition to the C=N double bond. Therefore, the enantioselective reactions of 2H-azirines has become a hot topic, in particular within the last few years. In this Minireview, we focus on the enantioselective reactions of 2H-azirines by using catalytic or stoichiometric amounts of chiral additives, the reaction mechanisms, and the applications of these reactions of 2H-azirines and related compounds in organic synthesis.
Keyphrases
  • ionic liquid
  • capillary electrophoresis
  • mass spectrometry
  • electron transfer