Y(OTf)<sub>3</sub>-Salazin-Catalyzed Asymmetric Aldol Condensation

Chengzhuo Wang; Ning Chen; Zhanhui Yang; Jiaxi Xu

doi:10.3390/molecules29091963

Molecules (Apr 2024)

Y(OTf)<sub>3</sub>-Salazin-Catalyzed Asymmetric Aldol Condensation

Chengzhuo Wang,
Ning Chen,
Zhanhui Yang,
Jiaxi Xu

Affiliations

Chengzhuo Wang: State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China
Ning Chen: State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China
Zhanhui Yang: State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China
Jiaxi Xu: State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China

DOI: https://doi.org/10.3390/molecules29091963
Journal volume & issue: Vol. 29, no. 9
p. 1963

Abstract

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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