Stereochemistry of Gabriel Synthesis
The lower part of the Dutch wikipedia about the Gabrielsynthese indeed displays an example where this reaction is carried out to yield a secondary amine:



The original publication (DOI: 10.1021/jm9804376, J. Med. Chem., 1999, 42, 593-600) equally includes similar conversions with racemic secondary substrates like (R/S)-($\pm$)-1-methylpentyl bromide to yield (R/S)-($\pm$)-N-(1-methylpentyl)phthalimide which in turn was then converted into (R/S)-($\pm$)-(1-methylpentyl)amine hydrochloride.