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SpinPhox/Iridium(I)-Catalyzed Asymmetric Hydrogenation of Cyclic alpha-Alkylidene Carbonyl Compounds
Alternative TitleSpinPhox/铱(I)催化环状alpha-亚烷基羰基化合物的不对称氢化
Liu X(刘旭); Han ZB(韩召斌); Wang Z(王正); Ding KL(丁奎岭)
2014
Source PublicationAngew. Chem.-Int. Edit.
Volume53Issue:7Pages:1978-1982
AbstractOptically active medium-sized cyclic carbonyl compounds bearing an -chiral carbon center are of interest in pharmaceutical sciences and asymmetric synthesis. Herein, SpinPhox/Ir-I catalysts have been demonstrated to be highly enantioselective in the asymmetric hydrogenation of the CC bonds in the exocyclic ,-unsaturated cyclic carbonyls, including a broad range of -alkylidene lactams, unsaturated cyclic ketones, and lactones. It is noteworthy that the procedure can be successfully used in the asymmetric hydrogenation of the challenging -alkylidenelactam substrates with six- or seven-membered rings, thus affording the corresponding optically active carbonyl compounds with an -chiral carbon center in generally excellent enantiomeric excesses (up to 98%ee). Synthetic utility of the protocol has also been demonstrated in the asymmetric synthesis of the anti-inflammatory drug loxoprofen and its analogue, as well as biologically important epsilon-aminocaproic acid derivatives.
Subject Area金属有机化学
DOI10.1002/anie.201309521
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Indexed BySCI
Language英语
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Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/38998
Collection金属有机化学国家重点实验室
Corresponding AuthorDing KL(丁奎岭)
Affiliation中科院上海有机化学研究所
Recommended Citation
GB/T 7714
Liu X,Han ZB,Wang Z,et al. SpinPhox/Iridium(I)-Catalyzed Asymmetric Hydrogenation of Cyclic alpha-Alkylidene Carbonyl Compounds[J]. Angew. Chem.-Int. Edit.,2014,53(7):1978-1982.
APA 刘旭,韩召斌,王正,&丁奎岭.(2014).SpinPhox/Iridium(I)-Catalyzed Asymmetric Hydrogenation of Cyclic alpha-Alkylidene Carbonyl Compounds.Angew. Chem.-Int. Edit.,53(7),1978-1982.
MLA 刘旭,et al."SpinPhox/Iridium(I)-Catalyzed Asymmetric Hydrogenation of Cyclic alpha-Alkylidene Carbonyl Compounds".Angew. Chem.-Int. Edit. 53.7(2014):1978-1982.
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