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Two pairs of enantiomers of stable chiral pentacoordinate spirophosphoranes with two bonds from the amino and two bonds from the carboxyl groups of amino acids have been synthesized and analysed. The results show that differences in chirality at phosphorus are linked to distinct differences in physical properties.

Graphical abstract: Chirality at phosphorus in pentacoordinate spirophosphoranes: stereochemistry by X-ray structure and spectroscopic analysis

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