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The sulfone group as a versatile and removable directing group for the asymmetric transfer hydrogenation of ketones
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Wills, Martin, Vyas, Vijyesh K. and Clarkson, Guy J. (2020) The sulfone group as a versatile and removable directing group for the asymmetric transfer hydrogenation of ketones. Angewandte Chemie International Edition, 59 (34). pp. 14265-14269. doi:10.1002/anie.202004658 ISSN 1433-7851.
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Official URL: http://dx.doi.org/10.1002/anie.202004658
Abstract
The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones by [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η 6 ‐arene ring. This preference provides a means for the prediction of the sense of asymmetric reduction. The sulfone group also facilitates the formation of a range of reduction substrates and its ready removal provides a route to enantiomerically‐enriched alcohols which would otherwise be extremely difficult to prepare by direct ATH of the corresponding ketones.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
Library of Congress Subject Headings (LCSH): | Sulfones -- Synthesis, Chemistry, Organic, Carbon compounds, Ruthenium | ||||||||
Journal or Publication Title: | Angewandte Chemie International Edition | ||||||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||||||
ISSN: | 1433-7851 | ||||||||
Official Date: | 17 August 2020 | ||||||||
Dates: |
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Volume: | 59 | ||||||||
Number: | 34 | ||||||||
Page Range: | pp. 14265-14269 | ||||||||
DOI: | 10.1002/anie.202004658 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||
Date of first compliant deposit: | 1 June 2020 | ||||||||
Date of first compliant Open Access: | 16 July 2020 | ||||||||
RIOXX Funder/Project Grant: |
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