Please use this identifier to cite or link to this item:
http://hdl.handle.net/10397/101612
| Title: | Copper hydride catalyzed reductive Claisen rearrangements | Authors: | Wong, KC Ng, E Wong, WT Chiu, P |
Issue Date: | 7-Mar-2016 | Source: | Chemistry - a European journal, 7 Mar. 2016, v. 22, no. 11, p. 3709-3712 | Abstract: | An efficient reductive Claisen rearrangement, catalyzed by in situ generated copper hydride and stoichiometric in diethoxymethylsilane, has been developed. Yields of up to 95% with good to excellent diastereoselectivities were observed in this reaction. Mechanistic studies showed that the stereospecific rearrangement proceeded via a chair transition state of (E)-silyl ketene acetals as intermediates and not via the copper enolates. | Keywords: | Claisen rearrangements Copper Hydride Reduction Silanes |
Publisher: | Wiley-VCH | Journal: | Chemistry - a European journal | ISSN: | 0947-6539 | EISSN: | 1521-3765 | DOI: | 10.1002/chem.201504870 | Rights: | © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim This is the peer reviewed version of the following article: K. C. Wong, E. Ng, W.-T. Wong, P. Chiu, Copper Hydride Catalyzed Reductive Claisen Rearrangements. Chem. Eur. J. 2016, 22, 3709-3712, which has been published in final form at https://doi.org/10.1002/chem.201504870. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
| Appears in Collections: | Journal/Magazine Article |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Wong_Copper_Hydride_Catalyzed.pdf | Pre-Published version | 498.76 kB | Adobe PDF | View/Open |
Access
View full-text via PolyU eLinks 
Page views
71
Citations as of Apr 14, 2025
Downloads
45
Citations as of Apr 14, 2025
SCOPUSTM
Citations
21
Citations as of Dec 19, 2025
WEB OF SCIENCETM
Citations
18
Citations as of Oct 10, 2024
Google ScholarTM
Check
Altmetric
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.