Alshawish, M.R., Barker, G., Measom, N.D. et al. (1 more author) (2017) Metallation–substitution of an α-oxygenated chiral nitrile. Comptes Rendus Chimie, 20 (6). pp. 601-608. ISSN 1631-0748
Abstract
Deprotonation of a chiral alpha-oxygenated nitrile with the base 2,2,6,6-tetramethylpiperidylmagnesium chloride, TMPMgCl, gives rise to a chiral magnesiated nitrile, and this anion has sufficient configurational stability at low temperature to allow the formation of highly enantiomerically enriched substituted nitrile products after electrophilic quench.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2016 Académie des sciences. Published by Elsevier Masson SAS. This is an author produced version of a paper subsequently published in Comptes Rendus Chimie. Uploaded in accordance with the publisher's self-archiving policy. Article available under the terms of the CC-BY-NC-ND licence (https://creativecommons.org/licenses/by-nc-nd/4.0/) |
Keywords: | Alkylation; Asymmetric synthesis; Carbanions; Enantioselectivity; Magnesium; Metallation; Synthetic methods |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Funding Information: | Funder Grant number EUROPEAN COMMISSION - FP6/FP7 ARNIIF - 625471 |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 10 Jan 2017 13:56 |
Last Modified: | 30 Jun 2023 16:15 |
Status: | Published |
Publisher: | Elsevier Masson |
Refereed: | Yes |
Identification Number: | 10.1016/j.crci.2016.11.006 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:110230 |
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