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题名: Asymmetric synthesis of chiral Roche ester and its derivatives via Rh-catalyzed enantioselective hydrogenation with chiral phosphine-phosphoramidite ligands
作者: Qiu, Min1, 2;  Wang, Dao-Yong1, 2;  Hu, Xiang-Ping1;  Huang, Jia-Di1, 2;  Yu, Sai-Bo1, 2;  Deng, Jun1, 2;  Duan, Zheng-Chao1, 2;  Zheng, Zhuo1
通讯作者: 郑卓
刊名: TETRAHEDRON-ASYMMETRY
发表日期: 2009-02-12
DOI: 10.1016/j.tetasy.2008.12.026
卷: 20, 期:2, 页:210-213
收录类别: SCI ;  IC
文章类型: Article
部门归属: 2
项目归属: 206
产权排名: 1;1
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Inorganic & Nuclear ;  Chemistry, Organic ;  Chemistry, Physical
研究领域[WOS]: Chemistry
英文摘要: Methyl 3-hydroxy-2-methylpropionate, known as the Roche ester, was prepared with high enantioselectivity (Up to 96.7% ee) via the Rh-catalyzed asymmetric hydrogenation of methyl 2-hydroxymethylacrylate with a chiral 1,2,3,4-tetrahydro-1-naphthylamine-derived phosphine-phosphoramidite ligand (THNAPhos 5a) even at a low catalyst loading (0.1 mol %). An investigation on the substrate scope revealed that the ester group present in the substrate has a significant effect on the enantioselectivity, and the Substrate with the bulkier ester group tended to give lower enantioselectivity. (C) 2009 Elsevier Ltd. All rights reserved.
关键词[WOS]: BETA-HYDROXYISOBUTYRIC ACID ;  ABSOLUTE-CONFIGURATION ;  BUILDING-BLOCKS ;  NATURAL-PRODUCT ;  SCALE SYNTHESIS ;  (+)-DISCODERMOLIDE ;  OXIDATION ;  ALPHA
语种: 英语
原文出处: 查看原文
WOS记录号: WOS:000264648900009
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/102359
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China

Recommended Citation:
Qiu, Min,Wang, Dao-Yong,Hu, Xiang-Ping,et al. Asymmetric synthesis of chiral Roche ester and its derivatives via Rh-catalyzed enantioselective hydrogenation with chiral phosphine-phosphoramidite ligands[J]. TETRAHEDRON-ASYMMETRY,2009,20(2):210-213.
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