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Issue 8, 2014
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Asymmetric hydrogenation of 3-substituted 2H-1,4-benzoxazines with chiral cationic Ru-MsDPEN catalysts: a remarkable counteranion effect

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Abstract

The enantioselective hydrogenation of 3-aryl and 3-styryl-substituted-2H-1,4-benzoxazines was developed using the chiral cationic Ru(η6-cymene)(MsDPEN)(Ar2PO2) system in high yields with up to 99% ee. The counteranion was found to be critically important for the high enantioselectivity. Furthermore, the regioselectivity could be regulated by the counteranion of the catalyst in the asymmetric hydrogenation of 3-styryl-2H-1,4-benzoxazines.

Graphical abstract: Asymmetric hydrogenation of 3-substituted 2H-1,4-benzoxazines with chiral cationic Ru-MsDPEN catalysts: a remarkable counteranion effect

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Publication details

The article was received on 04 Jul 2014, accepted on 23 Jul 2014 and first published on 24 Jul 2014


Article type: Research Article
DOI: 10.1039/C4QO00188E
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Citation: Org. Chem. Front., 2014,1, 952-955

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    Asymmetric hydrogenation of 3-substituted 2H-1,4-benzoxazines with chiral cationic Ru-MsDPEN catalysts: a remarkable counteranion effect

    J. Qin, F. Chen, Y. He and Q. Fan, Org. Chem. Front., 2014, 1, 952
    DOI: 10.1039/C4QO00188E

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