Related Experiment Video
Updated: Jun 26, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Y(OTf)3-Salazin-Catalyzed Asymmetric Aldol Condensation
Chengzhuo Wang1, Ning Chen1, Zhanhui Yang1
1State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China.
Abstract:
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.
Related Concept Videos
Aldol Condensation with β-Diesters: Knoevenagel Condensation
Aldol Condensation vs Claisen Condensation
C–C Bond Formation: Aldol Condensation Overview
Acid-Catalyzed Aldol Addition Reaction
Base-Catalyzed Aldol Addition Reaction
Dehydration of Aldols to Enals: Base-Catalyzed Aldol Condensation

