Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde
Publication type: Journal Article
Publication date: 1997-10-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Homochiral bis(N-triflyl-2-alkyl-2-aminoethyl)amines, obtained from N-triflyl-2-alkylaziridines via reaction with benzylamine, catalyze the titanium-mediated addition of diethylzinc to benzaldehyde to yield 1-phenylpropanol in up to 78% ee in the presence of molecular sieves. Use of tetradentate analogs prepared by reaction of the aziridine with 2-(aminomethyl)pyridine or 2-aminophenol resulted in lower enantioselectivity.
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33
Total citations:
33
Citations from 2025:
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(3.03%)
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GOST
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Cernerud M. et al. Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde // Tetrahedron Asymmetry. 1997. Vol. 8. No. 20. pp. 3437-3441.
GOST all authors (up to 50)
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Cernerud M., Skrinning A., Bergere I., Moberg C. Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde // Tetrahedron Asymmetry. 1997. Vol. 8. No. 20. pp. 3437-3441.
Cite this
RIS
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TY - JOUR
DO - 10.1016/S0957-4166(97)00410-2
UR - https://doi.org/10.1016/S0957-4166(97)00410-2
TI - Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde
T2 - Tetrahedron Asymmetry
AU - Cernerud, Magnus
AU - Skrinning, Anna
AU - Bergere, Isabelle
AU - Moberg, C.
PY - 1997
DA - 1997/10/01
PB - Elsevier
SP - 3437-3441
IS - 20
VL - 8
SN - 0957-4166
SN - 1362-511X
ER -
Cite this
BibTex (up to 50 authors)
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@article{1997_Cernerud,
author = {Magnus Cernerud and Anna Skrinning and Isabelle Bergere and C. Moberg},
title = {Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde},
journal = {Tetrahedron Asymmetry},
year = {1997},
volume = {8},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/S0957-4166(97)00410-2},
number = {20},
pages = {3437--3441},
doi = {10.1016/S0957-4166(97)00410-2}
}
Cite this
MLA
Copy
Cernerud, Magnus, et al. “Bis(ethylsulfonamide)amines via nucleophilic ring-opening of chiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde.” Tetrahedron Asymmetry, vol. 8, no. 20, Oct. 1997, pp. 3437-3441. https://doi.org/10.1016/S0957-4166(97)00410-2.