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The Strathprints institutional repository is a digital archive of University of Strathclyde's Open Access research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including by researchers from the Department of Computer & Information Sciences involved in mathematically structured programming, similarity and metric search, computer security, software systems, combinatronics and digital health.

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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.