Murphy, Rebecca A. and Chen, Anthony Y. and Nair, Sajiv K. and Gallego, Gary M. and Sach, Neal W. and Smith, Graham (2016) Diastereoselective access to substituted 4-aminopiperidines via a pyridine reduction approach. Tetrahedron Letters, 57 (50). pp. 5588-5591. ISSN 0040-4039. doi:10.1016/j.tetlet.2016.10.107. https://resolver.caltech.edu/CaltechAUTHORS:20170103-150357846
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Abstract
We describe herein a diastereoselective approach to access substituted-4-aminopiperidines from pyridine precursors. This methodology has successfully been applied to synthesize 2-alkyl substrates as well as more complex molecular entities of interest to the pharmaceutical industry.
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| Additional Information: | © 2016 Elsevier. Received 11 October 2016; revised 21 October 2016; accepted 27 October 2016; available online 2 November 2016. The authors would like to thank Jason Ewanicki and Wei Wang for stereochemical analysis of 2, 5, 15, and 18; Phuong Tran for purification of 5 via liquid chromatography; and Loanne Chung for separation of cis/trans diastereomers of 2 via liquid chromatography. Additionally, the authors would like to thank Ted W. Johnson and Robert Kania for help in preparing this manuscript. | |||||||||
| Subject Keywords: | Pyridine reduction; Piperidine; Diastereoselective; New molecular entity | |||||||||
| Issue or Number: | 50 | |||||||||
| DOI: | 10.1016/j.tetlet.2016.10.107 | |||||||||
| Record Number: | CaltechAUTHORS:20170103-150357846 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170103-150357846 | |||||||||
| Official Citation: | Murphy, R. A.; Chen, A. Y.; Nair, S. K.; Gallego, G. M.; Sach, N. W.; Smith, G., Diastereoselective access to substituted 4-aminopiperidines via a pyridine reduction approach. Tetrahedron Letters 2016, 57 (50), 5588-5591. | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 73185 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Melissa Ray | |||||||||
| Deposited On: | 04 Jan 2017 15:56 | |||||||||
| Last Modified: | 11 Nov 2021 05:12 |
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