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Enantioselective Reaction of 2 H ‐Azirines
Author(s) -
Nakamura Shuichi
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201900107
Subject(s) - enantioselective synthesis , aziridine , chemistry , nucleophile , amine gas treating , catalysis , reactivity (psychology) , double bond , combinatorial chemistry , organic chemistry , ring (chemistry) , stereochemistry , medicine , alternative medicine , pathology
2 H ‐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, 2 H ‐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 2 H ‐azirines has become a hot topic, in particular within the last few years. In this Minireview, we focus on the enantioselective reactions of 2 H ‐azirines by using catalytic or stoichiometric amounts of chiral additives, the reaction mechanisms, and the applications of these reactions of 2 H ‐azirines and related compounds in organic synthesis.