Mizar, Pushpak and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2014. Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents. Angewandte Chemie International Edition 53 (23) , pp. 5993-5997. 10.1002/anie.201400405 |
Official URL: http://dx.doi.org/10.1002/anie.201400405
Abstract
The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or “umpolung”, we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel retrosynthetic planning and rapid assembly of structures previously accessible only by multistep sequences.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Uncontrolled Keywords: | amination; hydroxylation; hypervalent iodine; stereoselective synthesis; umpolung |
Publisher: | Wiley |
ISSN: | 1433-7851 |
Funders: | EU Grant Number: 298642, School of Chemistry, Cardiff University |
Last Modified: | 25 Oct 2022 09:51 |
URI: | https://orca.cardiff.ac.uk/id/eprint/60259 |
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