PdII-Mediated Oxidative Amination for Access to a 9-Azabicyclo[4.2.1]nonane Compound Library and Anatoxin-a

Dawood, Rafid S.; Chidipudi, Suresh R.; O'Connor, Daniel C.; Lewis, William; Hamza, Daniel; Pearce, Christopher A.; Jones, Geraint; Wilkie, Ross P.; Georgiou, Irene; Storr, Thomas E.; Moore, Jonathan C.; Stockman, Robert A.

doi:10.1002/ejoc.201801209

PdII-Mediated Oxidative Amination for Access to a 9-Azabicyclo[4.2.1]nonane Compound Library and Anatoxin-a

Dawood, Rafid S.; Chidipudi, Suresh R.; O'Connor, Daniel C.; Lewis, William; Hamza, Daniel; Pearce, Christopher A.; Jones, Geraint; Wilkie, Ross P.; Georgiou, Irene; Storr, Thomas E.; Moore, Jonathan C.; Stockman, Robert A.

Authors

Rafid S. Dawood

Suresh R. Chidipudi

Daniel C. O'Connor

William Lewis

Daniel Hamza

Christopher A. Pearce

Geraint Jones

Ross P. Wilkie

Irene Georgiou

Thomas E. Storr

Jonathan C. Moore

Professor ROBERT STOCKMAN ROBERT.STOCKMAN@NOTTINGHAM.AC.UK
PROFESSOR OF ORGANIC CHEMISTRY

Abstract

© 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Intramolecular oxidative amination of readily accessible aminocyclooct-4-enes provides rapid and regioselective access to the 9-azabicyclo[4.2.1]nonane framework characteristic of the natural product anatoxin-a (1). This has enabled the synthesis of sp3-rich chemical scaffolds suitable for diversification. A library of 881 lead-like compounds is reported alongside a formal synthesis of anatoxin-a (1).

Citation

Dawood, R. S., Chidipudi, S. R., O'Connor, D. C., Lewis, W., Hamza, D., Pearce, C. A., Jones, G., Wilkie, R. P., Georgiou, I., Storr, T. E., Moore, J. C., & Stockman, R. A. (2018). PdII-Mediated Oxidative Amination for Access to a 9-Azabicyclo[4.2.1]nonane Compound Library and Anatoxin-a. European Journal of Organic Chemistry, 2018(40), 5558-5561. https://doi.org/10.1002/ejoc.201801209

Journal Article Type	Article
Acceptance Date	Oct 18, 2018
Online Publication Date	Oct 18, 2018
Publication Date	Nov 1, 2018
Deposit Date	Sep 17, 2019
Publicly Available Date	Sep 24, 2019
Journal	European Journal of Organic Chemistry
Print ISSN	1434-193X
Electronic ISSN	1099-0690
Publisher	Wiley
Peer Reviewed	Peer Reviewed
Volume	2018
Issue	40
Pages	5558-5561
DOI	https://doi.org/10.1002/ejoc.201801209
Public URL	https://nottingham-repository.worktribe.com/output/1857623
Publisher URL	https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201801209
Additional Information	This is the peer reviewed version of the following article: Dawood, R. S., Chidipudi, S. R., O'Connor, D. C., Lewis, W. , Hamza, D. , Pearce, C. A., Jones, G. , Wilkie, R. P., Georgiou, I. , Storr, T. E., Moore, J. C. and Stockman, R. A. (2018), PdII‐Mediated Oxidative Amination for Access to a 9‐Azabicyclo[4.2.1]nonane Compound Library and Anatoxin‐a. Eur. J. Org. Chem., 2018: 5558-5561, which has been published in final form at 10.1002/ejoc.201801209. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions
Contract Date	Sep 24, 2019