Murphy, John J. and Quintard, Adrien and McArdle, Patrick and Alexakis, Alexandre and Stephens, John C. (2011) Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones. Angewandte Chemie International Edition, 50 (22). pp. 5095-5098. ISSN 1521-3773

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Abstract

An unprecedented 1,6-enamine conjugate addition exploiting the charge delocalization in 1,3-bis(sulfonyl) butadienes has been developed. By appropriately designing a Michael acceptor, unique reactivities were obtained for the formation of highly valuable dienes containing two versatile vinyl sulfones (see scheme, TMS=trimethylsilyl).

Item Type:	Article
Additional Information:	We thank the Irish Research Council for Science, Engineering & Technology (IRCSET) and NUI Maynooth for funding.We also thank Dr. Padraig McLoughlin of Teagasc and the Ashtown Food Research Centre, Dublin for some NMR analysis.
Keywords:	asymmetric synthesis; conjugate addition; dienes; organocatalysis; sulfones;
Academic Unit:	Faculty of Science and Engineering > Chemistry
Item ID:	7705
Identification Number:	https://doi.org/10.1002/anie.201100804
Depositing User:	Dr John Stephens
Date Deposited:	10 Jan 2017 15:07
Journal or Publication Title:	Angewandte Chemie International Edition
Publisher:	Wiley
Refereed:	Yes
Funders:	Irish Research Council for Science Engineering and Technology (IRCSET)
URI:	http://onlinelibrary.wiley.com
Use Licence:	This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here

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