Connor Yap
Enantioselective nickel-catalyzed intramolecular allylic alkenylations enabled by reversible alkenylnickel E/Z isomerization
Yap, Connor; Lenagh-Snow, Gabriel M.J.; Narayan Karad, Somnath; Lewis, William; Diorazio, Louis J.; Lam, Hon Wai
Authors
Gabriel M.J. Lenagh-Snow
Somnath Narayan Karad
William Lewis
Louis J. Diorazio
HON LAM Hon.Lam@nottingham.ac.uk
Professor of Sustainable Chemistry
Abstract
Enantioselective nickel-catalyzed arylative cyclizations of substrates containing a Z-allylic phosphate tethered to an alkyne are described. These reactions give multisubstituted chiral aza- and carbocycles, and are initiated by the addition of an arylboronic acid to the alkyne, followed by cyclization of the resulting alkenylnickel species onto the allylic phosphate. The reversible E/Z isomerization of the alkenylnickel species is essential for the success of the reactions.
Citation
Yap, C., Lenagh-Snow, G. M., Narayan Karad, S., Lewis, W., Diorazio, L. J., & Lam, H. W. (in press). Enantioselective nickel-catalyzed intramolecular allylic alkenylations enabled by reversible alkenylnickel E/Z isomerization. Angewandte Chemie International Edition, 56, https://doi.org/10.1002/anie.201703380
Journal Article Type | Article |
---|---|
Acceptance Date | May 24, 2017 |
Online Publication Date | Jun 12, 2017 |
Deposit Date | Jun 21, 2017 |
Publicly Available Date | Jun 21, 2017 |
Journal | Angewandte Chemie International Edition |
Print ISSN | 1433-7851 |
Electronic ISSN | 1521-3773 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Volume | 56 |
DOI | https://doi.org/10.1002/anie.201703380 |
Keywords | Allylic substitution; Asymmetric catalysis; Cyclization; Isomerization; Nickel |
Public URL | https://nottingham-repository.worktribe.com/output/865655 |
Publisher URL | http://onlinelibrary.wiley.com/doi/10.1002/anie.201703380/abstract |
Contract Date | Jun 21, 2017 |
Files
anie201703380.pdf
(1.3 Mb)
PDF
Copyright Statement
Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by/4.0
Downloadable Citations
About Repository@Nottingham
Administrator e-mail: discovery-access-systems@nottingham.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2024
Advanced Search