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高效获取手性二氢苯并恶嗪酮 铑催化氢化反应

Efficient access to chiral dihydrobenzoxazinones Rh-catalyzed hydrogenation.

作者信息

Chen Ziyi, Yin Xuguang, Dong Xiu-Qin, Zhang Xumu

机构信息

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 430072 P. R. China

Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology Shenzhen Guangdong 518055 P. R. China.

出版信息

RSC Adv. 2019 May 17;9(27):15466-15469. doi: 10.1039/c9ra02694k. eCollection 2019 May 14.

Abstract

Rh/()-DTBM-SegPhos-catalyzed asymmetric hydrogenation of prochiral ()-2-(2-oxo-2-benzo[][1,4]oxazin-3(4)-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.

摘要

成功开发了Rh/()-DTBM-联萘酚磷酸催化的前手性()-2-(2-氧代-2-苯并[][1,4]恶嗪-3(4)-亚基)乙酸酯的不对称氢化反应。通过这种高效方法制备了一系列手性二氢苯并恶嗪酮,结果良好至优异(转化率高达>99%,产率93%,对映体过量值>99%),这些都是生物活性分子中的重要结构单元。

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