Chemoselective conjugate reduction of alpha,beta-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media
文献类型:期刊论文
作者 | Li, Xuefeng1,2,3; Li, Liangchun1,2; Tang, Yuanfu1,2,3; Zhong, Ling1,2; Cun, Linfeng1,2; Zhu, Jin1,2; Liao, Jian1,2; Deng, Jingen1,2 |
刊名 | Journal of organic chemistry
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出版日期 | 2010-05-07 |
卷号 | 75期号:9页码:2981-2988 |
ISSN号 | 0022-3263 |
DOI | 10.1021/jo100256t |
通讯作者 | Deng, jingen(jgdeng@cioc.ac.cn) |
英文摘要 | Although a notable feature of noyori's ru-tsdpen complex is that the transfer hydrogenation reaction is highly chemoselective for the c=o functional group and tolerant of alkenes, our early report indicated that the chemoselectivity could be switched from c=o to c=c bonds in the transfer hydrogenation of activated alpha,beta-unsaturated ketones. now we have found that a variety of alpha,beta-unsaturated ketones, even without other electron-withdrawing functional groups, could be reduced on the alkenic double bonds with high selectivities employing amido-rhodium hydride complex in aqueous media, and up to 100% chemoselectivity has been achieved. it is notable that the chemoselectivity was improved significantly on going from organic solvent to water. moreover, a 1,4-addition mechanism has been proposed on the basis of the corresponding experimental details and computational analysis. |
WOS关键词 | ASYMMETRIC TRANSFER HYDROGENATION ; LIGAND BIFUNCTIONAL CATALYSIS ; CARBONYL-COMPOUNDS ; AROMATIC KETONES ; DENDRITIC CATALYSTS ; ALLYLIC ALCOHOLS ; RUTHENIUM(II) COMPLEXES ; ORGANIC-REACTIONS ; FORMIC-ACID ; NEAT WATER |
WOS研究方向 | Chemistry |
WOS类目 | Chemistry, Organic |
语种 | 英语 |
WOS记录号 | WOS:000277274000024 |
出版者 | AMER CHEMICAL SOC |
URI标识 | http://www.irgrid.ac.cn/handle/1471x/2406841 |
专题 | 中国科学院大学 |
通讯作者 | Deng, Jingen |
作者单位 | 1.Chinese Acad Sci, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China 2.Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China 3.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Li, Xuefeng,Li, Liangchun,Tang, Yuanfu,et al. Chemoselective conjugate reduction of alpha,beta-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media[J]. Journal of organic chemistry,2010,75(9):2981-2988. |
APA | Li, Xuefeng.,Li, Liangchun.,Tang, Yuanfu.,Zhong, Ling.,Cun, Linfeng.,...&Deng, Jingen.(2010).Chemoselective conjugate reduction of alpha,beta-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media.Journal of organic chemistry,75(9),2981-2988. |
MLA | Li, Xuefeng,et al."Chemoselective conjugate reduction of alpha,beta-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media".Journal of organic chemistry 75.9(2010):2981-2988. |
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来源:中国科学院大学
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