The configuration of the C-2 asymmetric centre of (—)-phenylpropylmethylamine (N-methyl-2-phenylpropylamine) has been related by a stereospecific route to that of the analogous centre of (+)-(S)-hydratropic acid. The configuration at the C-2 asymmetric centre of (—)-pipradrol (diphenylpiperid-2-ylmethanol) hydrochloride has been related by a stereospecific route to that of the analogous centre of (+)-(R)-pipecolic acid.
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R.J. Hemingway (1968) studied this question.