Article
N -Isopropylsulfinylimines vs. N-tert -butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: An improved synthesis of enantiopure (R)- And (S)-rimantadine and the trifluoromethylated analogues
Author/s | Moreno Rodríguez, Nazaret
Recio Jiménez, Rocío ![]() ![]() ![]() ![]() ![]() ![]() Valdivia Giménez, Victoria Esther ![]() ![]() ![]() ![]() ![]() ![]() ![]() Khiar, Noureddine Fernández Fernández, Inmaculada ![]() ![]() ![]() ![]() ![]() ![]() ![]() |
Department | Universidad de Sevilla. Departamento de Química Orgánica y Farmacéutica |
Publication Date | 2019-11-04 |
Deposit Date | 2024-01-16 |
Published in |
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Abstract | An improved fully stereoselective synthesis of both enantiomers of
rimantadine and its trifluoromethylated analogues has been developed, using N-isopropylsulfinylimines as a starting chiral material,
proving the superiority ... An improved fully stereoselective synthesis of both enantiomers of rimantadine and its trifluoromethylated analogues has been developed, using N-isopropylsulfinylimines as a starting chiral material, proving the superiority of the isopropyl group as a chiral inducer over the tert-butyl group in the case of hindered N-sulfinylimines. |
Funding agencies | Ministerio de Economía y Competitividad (MINECO). España |
Project ID. | CTQ2016-78580-C2-2R
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Citation | Moreno Rodríguez, N., Recio Jiménez, R., Valdivia Giménez, V.E., Khiar, N. y Fernández Fernández, I. (2019). N -Isopropylsulfinylimines vs. N-tert -butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: An improved synthesis of enantiopure (R)- And (S)-rimantadine and the trifluoromethylated analogues. Organic and Biomolecular Chemistry, 17 (46), 9854-9858. https://doi.org/10.1039/C9OB02241D. |
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