4.4 Article

Direct synthesis of protected diethyl 1,2-diaminoalkylphosphonates

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 33, Pages 5859-5863

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.06.063

Keywords

nucleophilic addition; Imines; imidazolidine-2-thiones; 1,2-diaminoaikylphosphonic acids; diethyl isothiocyanatomethylphosphonate; isothiocynates

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An efficient, diastereoselective synthesis of 5-substituted (2-thioxo-imidazolidin-4-yl)phosphonic acid diethyl esters from metallated diethyl isothiocyanatomethylphosphonate and activated imines has been developed. The three-step transformation of imidazolidine-2-thione derivatives into 1,2-diamiiioalkylphosphonic acids is also described. (c) 2007 Elsevier Ltd. All rights reserved.

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