Issue 8, 2014

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
04 Jul 2014
Accepted
23 Jul 2014
First published
24 Jul 2014

Org. Chem. Front., 2014,1, 952-955

Author version available

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements