Simon M. Nicolle
Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
Nicolle, Simon M.; Lewis, William; Hayes, Christopher J.; Moody, Christopher J.
Authors
William Lewis
CHRIS HAYES chris.hayes@nottingham.ac.uk
Professor of Organic Chemistry
Christopher J. Moody
Abstract
Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular aldol reaction.
Citation
Nicolle, S. M., Lewis, W., Hayes, C. J., & Moody, C. J. (2015). Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction. Angewandte Chemie International Edition, 54(29), 8485-8489. https://doi.org/10.1002/anie.201502484
Journal Article Type | Article |
---|---|
Acceptance Date | May 7, 2015 |
Publication Date | Jun 9, 2015 |
Deposit Date | Jul 15, 2016 |
Publicly Available Date | Jul 15, 2016 |
Journal | Angewandte Chemie International Edition |
Print ISSN | 1433-7851 |
Electronic ISSN | 1521-3773 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Volume | 54 |
Issue | 29 |
Pages | 8485-8489 |
DOI | https://doi.org/10.1002/anie.201502484 |
Public URL | https://nottingham-repository.worktribe.com/output/754882 |
Publisher URL | http://onlinelibrary.wiley.com/doi/10.1002/anie.201502484/abstract |
Additional Information | "This is the peer reviewed version of the following article: Nicolle, S. M., Lewis, W., Hayes, C. J. and Moody, C. J. (2015), Stereoselective Synthesis of Highly Substituted Tetrahydrofurans through Diverted Carbene O[BOND]H Insertion Reaction. Angew. Chem. Int. Ed., 54: 8485–8489, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/anie.201502484/abstract. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. |
Contract Date | Jul 15, 2016 |
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