Please use this identifier to cite or link to this item:
https://hdl.handle.net/10356/90122
Title: | Platinum-catalysed ring-opening isomerisation of piperidine cyclopropanes | Authors: | Barát, Viktor Kasinathan, Sivarajan Bates, Roderick Wayland |
Keywords: | Cyclopropane Isomerisation DRNTU::Science::Chemistry |
Issue Date: | 2018 | Source: | Barát, V., Kasinathan, S., & Bates, R. W. (2018). Platinum-Catalysed Ring-Opening Isomerisation of Piperidine Cyclopropanes. Asian Journal of Organic Chemistry, 7(4), 815-818. doi:10.1002/ajoc.201700706 | Series/Report no.: | Asian Journal of Organic Chemistry | Abstract: | A range of cyclopropyl‐fused N‐tosyl piperidines have been synthesised and shown to undergo ring‐opening isomerisation on treatment with platinum(II) catalysts. The products can have either an endo‐cyclic or exo‐cyclic double bond. The selectivity is influenced by reaction temperature, solvent and, most significantly, the catalyst. A mechanism involving C−C bond activation and β‐hydride elimination is proposed. When β‐hydride elimination is blocked, a stereospecific platinum‐driven Wagner–Meerwein shift is observed. | URI: | https://hdl.handle.net/10356/90122 http://hdl.handle.net/10220/48397 |
ISSN: | 2193-5807 | DOI: | 10.1002/ajoc.201700706 | Schools: | School of Physical and Mathematical Sciences | Rights: | © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Barát, V., Kasinathan, S., & Bates, R. W. (2018). Platinum-Catalysed Ring-Opening Isomerisation of Piperidine Cyclopropanes. Asian Journal of Organic Chemistry, 7(4), 815-818., which has been published in final form at http://dx.doi.org/10.1002/ajoc.201700706. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. | Fulltext Permission: | open | Fulltext Availability: | With Fulltext |
Appears in Collections: | SPMS Journal Articles |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
Platinum Catalysed Ring Opening Isomerisation of Piperidine Cyclopropanes.pdf | 327.69 kB | Adobe PDF | View/Open |
SCOPUSTM
Citations
50
1
Updated on Mar 28, 2024
Web of ScienceTM
Citations
50
1
Updated on Oct 26, 2023
Page view(s)
322
Updated on Mar 28, 2024
Download(s) 50
96
Updated on Mar 28, 2024
Google ScholarTM
Check
Altmetric
Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.