Molecules (Apr 2024)

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

  • Chengzhuo Wang,
  • Ning Chen,
  • Zhanhui Yang,
  • Jiaxi Xu

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.

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