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Asymmetric transfer hydrogenation of unsaturated ketones ; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects
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Hall, Thomas Howard, Adams, Hannah, Vyas, Vijyesh K., Michael Chu, K. L. and Wills, Martin (2021) Asymmetric transfer hydrogenation of unsaturated ketones ; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects. Tetrahedron, 77 . 131771. doi:10.1016/j.tet.2020.131771
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Official URL: http://dx.doi.org/10.1016/j.tet.2020.131771
Abstract
A detailed study has been completed on the asymmetric transfer hydrogenation (ATH) of a series of enones using Ru(II) catalysts. Electron-rich rings adjacent to the C=O group reduce the level of C=O reduction compared to C=C. The ATH reaction can readily discriminate between double and triple bonds adjacent to ketones, reducing the double bond but leaving a triple bond intact in the major product.
| Item Type: | Journal Article | ||||||||||||
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| Subjects: | Q Science > QD Chemistry | ||||||||||||
| Divisions: | Faculty of Science > Chemistry | ||||||||||||
| Library of Congress Subject Headings (LCSH): | Hydrogenation , Ketones -- Synthesis, Ruthenium catalysts | ||||||||||||
| Journal or Publication Title: | Tetrahedron | ||||||||||||
| Publisher: | Pergamon | ||||||||||||
| ISSN: | 0040-4020 | ||||||||||||
| Official Date: | 1 January 2021 | ||||||||||||
| Dates: |
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| Date of first compliant deposit: | 20 November 2020 | ||||||||||||
| Volume: | 77 | ||||||||||||
| Article Number: | 131771 | ||||||||||||
| DOI: | 10.1016/j.tet.2020.131771 | ||||||||||||
| Status: | Peer Reviewed | ||||||||||||
| Publication Status: | Published | ||||||||||||
| Access rights to Published version: | Open Access | ||||||||||||
| RIOXX Funder/Project Grant: |
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