83245-93-6Relevant articles and documents
Asymmetric Synthesis of α-Aminophosphonic Acids, III. - Asymmetric Synthesis of Diethyl (S)-(1-Aminoalkyl)phosphonates Using (+)-Camphor as Chiral Auxiliary
Schoellkopf, Ulrich,Schuetze, Rainer
, p. 45 - 50 (2007/10/02)
The lithium derivative 4 of the Schiff base 3, obtained from (+)-camphor (1) and diethyl (aminomethyl)phosphonate (2), reacts diastereoselectively with alkyl halides to give the products 5.The asymmetric inductions vary between 11percent (for methyl iodide) to ca. 95percent (for allyl or benzyl bromide).Hydrolysis of the compounds 5 yields the diethyl (S)-(1-aminoalkyl)phosphonates 6 that can be hydrolyzed to give the (1-aminoalkyl)phosphonic acids 7.
