Mortimer, D, Harrity, J.P.A, Jones, S et al. (2 more authors) (2014) Synthesis of an azabicyclic framework towards (±)-actinophyllic acid. Tetrahedron Letters, 55 (6). 1255 - 1257. ISSN 0040-4039
Abstract
Lewis acid mediated intramolecular Mannich reaction between an azocinone and a 3-formylindole was investigated as part of a study towards the synthesis of actinophyllic acid. The intramolecular Mannich reaction resulted in a single diastereomer of the 1-azabicyclo[4.2.1]nonan-5-one core framework, although single crystal X-ray structure analysis revealed that this had the undesired stereochemistry in comparison with the natural product. © 2014 Elsevier Ltd. All rights reserved.
Metadata
Item Type: | Article |
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Authors/Creators: |
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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. |
Keywords: | Mannich, Indole, Actinophyllic acid 1-Azabicyclo[4.2.1]nonane, Azocinone |
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 EPSRC EP/E063187/1 |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 06 May 2014 14:58 |
Last Modified: | 06 May 2014 14:58 |
Published Version: | http://dx.doi.org/10.1016/j.tetlet.2014.01.019 |
Status: | Published |
Publisher: | Elsevier |
Refereed: | Yes |
Identification Number: | 10.1016/j.tetlet.2014.01.019 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:78818 |