Volume 25, Issue 1 pp. 15-19
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Double Asymmetric Induction in the Synthesis of Enantiomeric α-Aminophosphonic Acids Mediated by Sulfinimines

Piotr Łyżwa

Corresponding Author

Piotr Łyżwa

Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Department of Heteroorganic Chemistry, Sienkiewicza 112, 90–363 Łódź, Poland

Correspondence to: P. Łyżwa; e-mail: [email protected].Search for more papers by this author
First published: 15 November 2013
Citations: 7

ABSTRACT

A double asymmetric induction in the synthesis of α-aminophosphonic acids is described. It involves the nucleophilic addition of anions of enantiomeric dimenthyl phosphites to both (+)-(S)- and (–)-(R)-enantiomers of N-(p-tolylsulfinyl)benzaldimine and subsequent acidic hydrolysis of the adducts formed. The match and mismatch effects were observed.

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