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48649086836
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note
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Compounds 1a and 1b were prepared by reaction of di[(1R,2S,5R)-menth-2-yl]phosphite or di-endo-bornylphosphite, respectively, with phenylbenzaldimine followed by hydrolysis of corresponding phosphonates. Enantiomeric (1R,2S)- and (1S,2R)-phenyl[(1-phenylethyl)amino]methylphosphonic acids 2a,b were obtained in similar manner by the reaction of di[(1R,2S,5R)-menth-2-yl]phosphite with chiral (S)- and (R)-α-methylbenzylbenzaldimine, respectively. In the case of phosphonic acids 3a,b di[(1R,2S,5R)-menth-2-yl]phosphite was coupled to (R)- or (S)-α-methylbenzyl-p-methoxybenzaldimine. The absolute configurations of enantiomerically pure compounds were determined by comparison of optical rotations with reported values.
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18
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48649087868
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note
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50 value was determined from this curve.
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21
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33947236862
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Kassis, A.I.6
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