Vagkidis, Nikolaos, Brown, Alexander J. and Clarke, Paul A. orcid.org/0000-0003-3952-359X (2019) Evaluation of Amino Nitriles and an Amino Imidate as Organocatalysts in Aldol Reactions. SYNTHESIS-STUTTGART. SS-2019-T0330-OP. pp. 4106-4112. ISSN 0039-7881
Abstract
The efficiency of l -valine and l -proline nitriles and a tert -butylÂ- l -proline imidate as organocatalysts for the aldol reaction have been evaluated. l -Valine nitrile was found to be a syn -selective catalyst, while l -proline nitrile was found to be anti -selective, and gave products in modest to good enantioselectivities. tert -Butyl l -proline imidate was found to be a very efficient catalyst in terms of conversion of starting reagents to products, and gave good anti -selectivity. The enantioselectivity of the tert -butyl l -proline imidate was found to be good to excellent, with products being formed in up to 94% enantiomeric excess.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2019. Thieme. All rights reserved. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details. |
Keywords: | asymmetric synthesis,organocatalysis,amino imidate,amino nitrile,aldol reaction |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) The University of York > Faculty of Sciences (York) > Physics (York) |
Depositing User: | Pure (York) |
Date Deposited: | 14 Aug 2019 08:30 |
Last Modified: | 08 Feb 2025 00:34 |
Published Version: | https://doi.org/10.1055/s-0039-1690150 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1055/s-0039-1690150 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:149702 |
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Filename: Accepted_Clarke_imidate_manuscript.pdf
Description: Accepted Clarke imidate manuscript