Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 15, Pages 3655-3692Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100292
Keywords
asymmetric synthesis; homogeneous catalysis; imines; nucleophilic addition; organocatalysis
Categories
Funding
- University of Camerino (FAR program)
- MIUR (PRIN 2017, NATURECHEM project) [2017 A5HXFC]
Ask authors/readers for more resources
N-Activated ketimines are characterized by electron-withdrawing groups linked to the nitrogen atom, enhancing the electrophilic character and allowing addition reactions with weak nucleophiles. The presence of oxygen atoms in these groups is crucial for asymmetric catalytic reactions. This review summarizes the literature on the synthesis of optically active alpha-substituted amino derivatives using open-chain N-activated ketimines.
N-Activated ketimines are characterized by the presence of acyl, sulfonyl, and phosphinoyl groups linked to the nitrogen atom of the azomethine system. These electron-withdrawing groups enhance the electrophilic character of the imino moiety allowing the addition of even weak nucleophilic reagents. The presence of the oxygen atoms in these activating groups with its coordinating and Lewis or Bronsted properties is of paramount importance in asymmetric catalyzed reactions. This review collects the results that have appeared in the literature during the last two decades on the utilization of open-chain N-activated ketimines for the synthesis of optically active alpha-disubstituted and alpha-trisubstituted amino derivatives including nitrogen-containing heterocyclic compounds.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available