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The synthesis of new (2-methylsulfinyl)phenylphosphonic acid methyl and dimethyl esters in both racemic and non-racemic forms is reported. Resolution of the racemic phosphonic acid mono-ester 1 was accomplished via diastereomeric salt formation with cinchonine. The absolute stereochemistry of the phosphonic ester products was deduced from asymmetric sulfoxidation experiments and confirmed by chemical correlation with (S)-(-)-2-methylsulfinylaniline.
Laboratoire de Chimie Moléculaire et Thio-organique, UMR CNRS 6507 ISMRA, UFR Sciences, Université de Caen, 6 Bd Maréchal Juin, 14050 Caen Cedex, France
Laboratoire de Chimie Moléculaire et Thio-organique, UMR CNRS 6507 ISMRA, UFR Sciences, Université de Caen, 6 Bd Maréchal Juin, 14050 Caen Cedex, France
Laboratoire de Chimie Moléculaire et Thio-organique, UMR CNRS 6507 ISMRA, UFR Sciences, Université de Caen, 6 Bd Maréchal Juin, 14050 Caen Cedex, France