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New chiral P-ligands: P-amino- and P-cycloalkoxy dibenzo[c.e][1,2]oxaphosphorines |
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| Authors: | Gyrgy Keglevich Helga Szelke Andrea Kernyi Veronika Kudar Mikls Hanusz Klmn Simon Tímea Imre Krisztina Ludnyi |
| Institution: | aDepartment of Organic Chemical Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary bResearch Group of the Hungarian Academy of Sciences at the Department of Organic Chemical Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary cDepartment of General and Inorganic Chemistry, Eötvös Loránd University, 1518 Budapest 112, PO Box 32, Hungary dChinoin Company Ltd (member of Sanofi-Aventis Group), 1045 Budapest, Hungary eHungarian Academy of Sciences, Chemical Research Center, 1525 Budapest, Hungary fSemmelweis University Faculty of Pharmacy, Department of Pharmaceutics, 1092 Budapest, Hungary |
| Abstract: | The reaction of racemic chloro-dibenzoc.e]1,2]oxaphosphorine with (S)-(−)- -methyl-benzylamine and (1R,2S,5R)-(−)-menthol led to a mixture of optically active diastereomers of the corresponding phosphonous derivatives. The isomers were separated in a diastereomeric excess of 71–93% at the phosphonic oxide and/or at the phosphonous borane stage. The P(III) boranes are suitable precursors of the P-ligands. The absolute P-configuration in one of the menthyl phosphonates isolated was determined by single crystal X-ray analysis. |
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