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Issue 96, 2018
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Synthesis of chiral chromanols via a RuPHOX–Ru catalyzed asymmetric hydrogenation of chromones

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Abstract

Chiral chromanols and their derivatives have been synthesized via a RuPHOX–Ru catalyzed asymmetric hydrogenation of chromones in high yields, >20 : 1 drs and with up to 99.9% ee. Control experiments show that the reaction undergoes two sequential asymmetric hydrogenation steps of the C[double bond, length as m-dash]C and C[double bond, length as m-dash]O double bonds. The reaction could be performed on a gram-scale with a relatively low catalyst loading (up to 1000 S/C), and the resulting products can be transformed to several biologically active compounds.

Graphical abstract: Synthesis of chiral chromanols via a RuPHOX–Ru catalyzed asymmetric hydrogenation of chromones

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Supplementary files

Article information


Submitted
28 Sep 2018
Accepted
13 Nov 2018
First published
13 Nov 2018

Chem. Commun., 2018,54, 13571-13574
Article type
Communication

Synthesis of chiral chromanols via a RuPHOX–Ru catalyzed asymmetric hydrogenation of chromones

Y. Ma, J. Li, J. Ye, D. Liu and W. Zhang, Chem. Commun., 2018, 54, 13571
DOI: 10.1039/C8CC07787H

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