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Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand
Duan, Zheng-Chao1,2; Hu, Xiang-Ping1; Zhang, Cheng1,2; Zheng, Zhuo1
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2010-12-03
DOI10.1021/jo101849b
Volume75Issue:23Pages:8319-8321
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordPHOSPHINE-PHOSPHORAMIDITE LIGANDS ; PHOSPHONIC ACID-DERIVATIVES ; ENOL ESTER PHOSPHONATES ; CHIRAL ALPHA-ARYL ; ASYMMETRIC HYDROGENATION ; ALPHA,BETA-UNSATURATED PHOSPHONATES ; SUBSTITUTED ETHYLPHOSPHONATES ; AMINOPHOSPHINE LIGANDS ; DIPHOSPHINE LIGANDS ; PRACTICAL LIGANDS
AbstractA series of chiral 3-aryl-4-phosphonobutyric acid esters were synthesized in high enantioselectivities (93-98% ee) via the Rh-catalyzed asymmetric hydrogenation of the corresponding 3-aryl-4-phosphonobutenoates using a P-stereogenic BoPhoz-type phosphine-aminophosphine ligand. The methodology has been successfully applied to the asymmetric synthesis of a potential GABA(B) antagonist, (R)-phaclofen, in high enantioselectivity.
Language英语
WOS IDWOS:000284519900041
Citation statistics
Cited Times:13[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/141656
Collection中国科学院大连化学物理研究所
Affiliation1.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
GB/T 7714
Duan, Zheng-Chao,Hu, Xiang-Ping,Zhang, Cheng,et al. Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand[J]. JOURNAL OF ORGANIC CHEMISTRY,2010,75(23):8319-8321.
APA Duan, Zheng-Chao,Hu, Xiang-Ping,Zhang, Cheng,&Zheng, Zhuo.(2010).Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand.JOURNAL OF ORGANIC CHEMISTRY,75(23),8319-8321.
MLA Duan, Zheng-Chao,et al."Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand".JOURNAL OF ORGANIC CHEMISTRY 75.23(2010):8319-8321.
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