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

Garden, Jennifer A. and Kennedy, Alan R. 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.

Creators(s): Garden, Jennifer A., Kennedy, Alan R. ORCID logoORCID: https://orcid.org/0000-0003-3652-6015, Mulvey, Robert E. ORCID logoORCID: https://orcid.org/0000-0002-1015-2564 and Robertson, Stuart D. ORCID logoORCID: https://orcid.org/0000-0002-9330-8770;
Item type:Article
ID code:39877
Keywords:zincation , N-Boc pyrrolidine , solvent dependency, Physical and theoretical chemistry, Materials Chemistry, Surfaces, Coatings and Films, Metals and Alloys, Ceramics and Composites, Chemistry(all), Catalysis, Electronic, Optical and Magnetic Materials
Subjects:Science > Chemistry > Physical and theoretical chemistry
Department:Faculty of Science > Pure and Applied Chemistry
Depositing user: Pure Administrator
Date deposited:30 May 2012 15:14
Last modified:28 Mar 2020 01:35
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URI:https://strathprints.strath.ac.uk/id/eprint/39877
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