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Diastereoselective access to substituted 4-aminopiperidines via a pyridine reduction approach

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. 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.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1016/j.tetlet.2016.10.107DOIArticle
http://www.sciencedirect.com/science/article/pii/S0040403916314381PublisherArticle
ORCID:
AuthorORCID
Smith, Graham0000-0003-0393-3650
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
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:03 Oct 2019 16:25

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