Use of the ‘azide trap’ for a cis lone pair on nitrogen shown that the Z-halides (1) undergo retention and the E-halides (2) inversion of configuration on reaction with azide ion.
A. F. Hegarty and M. Mullane, J. Chem. Soc., Chem. Commun., 1984, 913 DOI: 10.1039/C39840000913
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