Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation

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% con...

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Detalles Bibliográficos
Autores principales: Chen, Ziyi, Yin, Xuguang, Dong, Xiu-Qin, Zhang, Xumu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064260/
https://www.ncbi.nlm.nih.gov/pubmed/35514854
http://dx.doi.org/10.1039/c9ra02694k
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author Chen, Ziyi
Yin, Xuguang
Dong, Xiu-Qin
Zhang, Xumu
author_facet Chen, Ziyi
Yin, Xuguang
Dong, Xiu-Qin
Zhang, Xumu
author_sort Chen, Ziyi
collection PubMed
description 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.
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spelling pubmed-90642602022-05-04 Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation Chen, Ziyi Yin, Xuguang Dong, Xiu-Qin Zhang, Xumu RSC Adv Chemistry 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. The Royal Society of Chemistry 2019-05-17 /pmc/articles/PMC9064260/ /pubmed/35514854 http://dx.doi.org/10.1039/c9ra02694k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chen, Ziyi
Yin, Xuguang
Dong, Xiu-Qin
Zhang, Xumu
Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title_full Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title_fullStr Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title_full_unstemmed Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title_short Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation
title_sort efficient access to chiral dihydrobenzoxazinones via rh-catalyzed hydrogenation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064260/
https://www.ncbi.nlm.nih.gov/pubmed/35514854
http://dx.doi.org/10.1039/c9ra02694k
work_keys_str_mv AT chenziyi efficientaccesstochiraldihydrobenzoxazinonesviarhcatalyzedhydrogenation
AT yinxuguang efficientaccesstochiraldihydrobenzoxazinonesviarhcatalyzedhydrogenation
AT dongxiuqin efficientaccesstochiraldihydrobenzoxazinonesviarhcatalyzedhydrogenation
AT zhangxumu efficientaccesstochiraldihydrobenzoxazinonesviarhcatalyzedhydrogenation

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