Issue 27, 2019
From the journal:

RSC Advances

Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation†

Ziyi Chen,a   Xuguang Yin,a   Xiu-Qin Dong ORCID logo *a  and  Xumu Zhang ORCID logo ab  

* Corresponding authors

a Key Laboratory of Biomedical Polymers, Engineering Research Centre of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, P. R. China
E-mail: xiuqindong@whu.edu.cn

b Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen, Guangdong, P. R. China

Abstract

Rh/(S)-DTBM-SegPhos-catalyzed asymmetric hydrogenation of prochiral (Z)-2-(2-oxo-2H-benzo[b][1,4]oxazin-3(4H)-ylidene)acetate esters was successfully developed. A series of chiral dihydrobenzoxazinones were prepared through this efficient methodology with good to excellent results (up to >99% conversion, 93% yield and >99% ee), which are important motifs in the biologically active molecules.

Graphical abstract: Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation

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Article information

DOI
https://doi.org/10.1039/C9RA02694K
Article type
Paper
Submitted
10 Apr 2019
Accepted
03 May 2019
First published
17 May 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 15466-15469

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Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation

Z. Chen, X. Yin, X. Dong and X. Zhang, RSC Adv., 2019, 9, 15466 DOI: 10.1039/C9RA02694K

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