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Asymmetric transfer hydrogenation of unhindered and non-electron-rich 1-Aryl dihydroisoquinolines with high enantioselectivity
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Barrios-Rivera, Jonathan, Xu, Yingjian and Wills, Martin (2020) Asymmetric transfer hydrogenation of unhindered and non-electron-rich 1-Aryl dihydroisoquinolines with high enantioselectivity. Organic Letters, 22 (16). pp. 6283-6287. doi:10.1021/acs.orglett.0c02034 ISSN 1523-7060.
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WRAP-Asymmetric-transfer-hydrogenation-unhindered-non-electron-rich-dihydroisoquinolines-Wills-2020.pdf - Accepted Version - Requires a PDF viewer. Download (1512Kb) | Preview |
Official URL: http://dx.doi.org/10.1021/acs.orglett.0c02034
Abstract
The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.
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): | Hydrogenation, Organic compounds -- Synthesis, Asymmetric synthesis | |||||||||
Journal or Publication Title: | Organic Letters | |||||||||
Publisher: | American Chemical Society | |||||||||
ISSN: | 1523-7060 | |||||||||
Official Date: | 21 August 2020 | |||||||||
Dates: |
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Volume: | 22 | |||||||||
Number: | 16 | |||||||||
Page Range: | pp. 6283-6287 | |||||||||
DOI: | 10.1021/acs.orglett.0c02034 | |||||||||
Status: | Peer Reviewed | |||||||||
Publication Status: | Published | |||||||||
Reuse Statement (publisher, data, author rights): | “This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [insert ACS Articles on Request author-directed link to Published Work, see http://pubs.acs.org/page/policy/articlesonrequest/index.html].” | |||||||||
Access rights to Published version: | Restricted or Subscription Access | |||||||||
Date of first compliant deposit: | 12 August 2020 | |||||||||
Date of first compliant Open Access: | 4 August 2021 | |||||||||
RIOXX Funder/Project Grant: |
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