Repozytorium

Stereoselective synthesis, solution structure and metal complexes of (1S, 2S-2-amino-1-hydroxyalkylphosphonic acid.

Autorzy

Marcin Drag

Rafał Latajka

Elżbieta Gumienna-Kontecka

Henryk Kozłowski

Paweł Kafarski

Rok wydania

2003

Czasopismo

Tetrahedron-Asymmetry

Numer woluminu

14

Strony

1837-1845

DOI

10.1016/S0957-4166(03)00278-7

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The highly stereoselective synthesis of (1S,2S)-2-amino-1-hydroxyalkylphosphonic acids was achieved by addition of dimethyl phosphite to N-protected aminoaldehydes. Relative configuration and solution conformations of (1S,2S)-2-amino-1-hydroxy-alkylphosphonic acids (in D2O) and their dimethyl esters (in CDCl3 and CD3OD) were established by means of NMR basing on the dependence between observed values of coupling constants (3JHH, 3JPC, 3JHP) and corresponding dihedral angles. Potentiometric and spectroscopic methods were used for the evaluation of the structure of the complexes of (1S,2S)-2-amino-1-hydroxy-alkylphosphonic acids with Zn(II) and Cu(II) ions in aqueous solutions.

Adres publiczny

https://doi.org/10.1016/S0957-4166(03)00278-7

Strona internetowa wydawcy

http://www.elsevier.com

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