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Remarkable Configurational Stability of Magnesiated Nitriles


  • We would like to acknowledge The Leverhulme Trust, the Libyan Ministry of Higher Education, and the University of Sheffield for funding. We are grateful to Harry Adams for the single-crystal X-ray analysis.


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Quaternary stereocenters: Chiral α-magnesiated nitriles can be formed by deprotonation and are configurationally stable at low temperature, even for acyclic examples. These can be trapped with electrophiles to give enantiomerically enriched quaternary substituted products (see scheme; TMP=2,2,6,6-tetramethylpiperidine).

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