Cochrane, E.J., Leonori, D., Coldham, I. et al. (1 more author) (2014) Synthesis and kinetic resolution of N-Boc-2-arylpiperidines. Chemical Communications, 50 (69). 9910 - 9913. ISSN 1359-7345
Abstract
The chiral base n-BuLi/(-)-sparteine or n-BuLi/(+)-sparteine surrogate promotes kinetic resolution of N-Boc-2-arylpiperidines by asymmetric deprotonation. The enantioenriched starting material was recovered with yields 39-48% and ers up to 97:3. On lithiation then electrophilic quench, 2,2-disubstituted piperidines were obtained with excellent yields and enantioselectivities. © 2014 the Partner Organisations.
Metadata
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Copyright, Publisher and Additional Information: | © 2014 The Author(s). This is an Open Access article distributed under the terms of the Creative Commons Attribution Licence (http://creativecommons.org/licenses/by/3.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. | ||||
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Institution: | The University of Sheffield | ||||
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) | ||||
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Depositing User: | Symplectic Sheffield | ||||
Date Deposited: | 12 Sep 2014 09:08 | ||||
Last Modified: | 12 Sep 2014 09:08 | ||||
Published Version: | http://dx.doi.org/10.1039/c4cc04576a | ||||
Status: | Published | ||||
Publisher: | Royal Society of Chemistry | ||||
Refereed: | Yes | ||||
Identification Number: | https://doi.org/10.1039/c4cc04576a |