Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 42, Issue 10, Pages 3240-3262Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc202207034
Keywords
transition metals catalysis; epoxide; aziridine; asymmetric ring-opening reaction; nucleophilic coupling
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Funding
- National Natural Science Foundation of China [21991112]
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Epoxides and aziridines are important three-membered cyclic compounds and their asymmetric ring-opening reactions catalyzed by transition metals are efficient for constructing chiral molecules. This review focuses on the recent progress in this field, including the influence of catalysts, nucleophiles, and ligands, as well as discussing the possible reaction mechanisms, applications, and future development.
Epoxides and aziridines are important three-membered cyclic compounds, which exhibit high reactivity due to their strong strain in molecules. The asymmetric ring-opening reactions of epoxides and aziridines catalyzed by transition metals are efficient strategies for the construction of chiral molecules containing O/N atoms. In this way, a series of chiral alcohols, chiral amines and chiral heterocycles can be constructed. The recent progress in transition metal-catalyzed asymmetric ring-opening reactions of epoxides and aziridines in the past two decades is reviewed with emphasis on the influence of the kinds of transition metal catalysts, nucleophiles, and ligands. Furthermore, the possible reaction mechanisms and applications for the asymmetric ring-opening reactions are discussed, and the future development in this field is also prospected.
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