Y(OTf) 3 -Salazin-Catalyzed Asymmetric Aldol Condensation

The chiral aziridine-containing vicinal iminophenol tridentate ligands (named salazins) are a class of readily prepared chiral ligands from enantiopure aziridines and salicylaldehydes. Their scandium and yttrium triflate complexes show excellent reactivity and enantioselectivities in the catalytic a...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2024-04, Vol.29 (9), p.1963
Main Authors: Wang, Chengzhuo, Chen, Ning, Yang, Zhanhui, Xu, Jiaxi
Format: Article
Language:English
Subjects:
Acids
Alcohol
Aldehydes
aldol condensation
aromatic aldehyde
asymmetric catalysis
aziridine
Catalysis
hydroxyketone
ketone
Ligands
Solvents
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Summary:The chiral aziridine-containing vicinal iminophenol tridentate ligands (named salazins) are a class of readily prepared chiral ligands from enantiopure aziridines and salicylaldehydes. Their scandium and yttrium triflate complexes show excellent reactivity and enantioselectivities in the catalytic asymmetric aldol condensation of electron-deficient aromatic aldehydes and ketones, including acetone and cycloalkanones. The stereoselectivity is rationalized to the strong π-stacking interaction between aromatic aldehydes and the vicinal iminophenol group in the chiral ligands.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29091963