Synthesis, characterization and resolution of racemic (2-methylsulfinyl)phenylphosphonic acid methyl ester via its cinchoninium salts
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Add time:07/20/2019 Source:sciencedirect.com
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.
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