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Ruthenium-catalyzed asymmetric reduction of isoxazolium salts : access to optically active Δ4-isoxazolines
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Chew, Renta Jonathan and Wills, Martin (2018) Ruthenium-catalyzed asymmetric reduction of isoxazolium salts : access to optically active Δ4-isoxazolines. Journal of Organic Chemistry, 83 (5). pp. 2980-2985. doi:10.1021/acs.joc.7b03229 ISSN 0022-3263.
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Official URL: http://doi.org/10.1021/acs.joc.7b03229
Abstract
A tethered MsDPEN–ruthenium catalyst reduces a series of isoxazolium salts, affording optically active Δ4-isoxazolines in moderate to good yields and enantioenrichment. The redundancy of heating or high pressures allowed for chemoselective reduction with no subsequent heterocyclic ring opening. Our results reinforce our understanding of the workings of these Noyori-class catalysts.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
SWORD Depositor: | Library Publications Router | ||||||||
Library of Congress Subject Headings (LCSH): | Ruthenium, Catalysts, Hydrogenation | ||||||||
Journal or Publication Title: | Journal of Organic Chemistry | ||||||||
Publisher: | American Chemical Society | ||||||||
ISSN: | 0022-3263 | ||||||||
Official Date: | 2 March 2018 | ||||||||
Dates: |
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Volume: | 83 | ||||||||
Number: | 5 | ||||||||
Page Range: | pp. 2980-2985 | ||||||||
DOI: | 10.1021/acs.joc.7b03229 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||
Date of first compliant deposit: | 28 March 2018 | ||||||||
Date of first compliant Open Access: | 6 February 2019 | ||||||||
RIOXX Funder/Project Grant: |
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