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The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs.

Strathprints serves world leading Open Access research by the University of Strathclyde, including research by the Strathclyde Institute of Pharmacy and Biomedical Sciences (SIPBS), where research centres such as the Industrial Biotechnology Innovation Centre (IBioIC), the Cancer Research UK Formulation Unit, SeaBioTech and the Centre for Biophotonics are based.

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Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency

Garden, Jennifer A. and Kennedy, Alan and Mulvey, Robert E. and Robertson, Stuart D. (2012) Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency. Chemical Communications, 48 (43). pp. 5265-5267. ISSN 1359-7345

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Abstract

Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.