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Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of beta-(acylamino)acrylates: significant effect of substituents on 3,3'-positions of binaphthyl moiety.
Org Biomol Chem. 2010 May 21; 8(10):2320-2.OB

Abstract

A series of new chiral phosphine-phosphoramidite ligands with a 3,3'-substituted binaphthyl moiety were prepared from 1-phenylethylamine, and successfully applied in the Rh-catalyzed asymmetric hydrogenation of beta-(acylamino)-acrylates. The research disclosed that the substituents on the 3,3'-positions of binaphthyl moiety significantly influenced the enantioselectivity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhou XM
Institute of Pesticide, Hunan Agricultural University, Changsha 410128, China.
Huang JD
No affiliation info available
Luo LB
No affiliation info available
Zhang CL
No affiliation info available
Hu XP
No affiliation info available
Zheng Z
No affiliation info available

MeSH

AcrylatesCatalysisHydrogenationLigandsNaphthalenesOrganophosphorus CompoundsPhenethylaminesPhosphinesRhodiumStereoisomerismSubstrate Specificity

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20376384

Citation

Zhou, Xiao-Mao, et al. "Chiral 1-phenylethylamine-derived Phosphine-phosphoramidite Ligands for Highly Enantioselective Rh-catalyzed Hydrogenation of Beta-(acylamino)acrylates: Significant Effect of Substituents On 3,3'-positions of Binaphthyl Moiety." Organic & Biomolecular Chemistry, vol. 8, no. 10, 2010, pp. 2320-2.
Zhou XM, Huang JD, Luo LB, et al. Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of beta-(acylamino)acrylates: significant effect of substituents on 3,3'-positions of binaphthyl moiety. Org Biomol Chem. 2010;8(10):2320-2.
Zhou, X. M., Huang, J. D., Luo, L. B., Zhang, C. L., Hu, X. P., & Zheng, Z. (2010). Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of beta-(acylamino)acrylates: significant effect of substituents on 3,3'-positions of binaphthyl moiety. Organic & Biomolecular Chemistry, 8(10), 2320-2. https://doi.org/10.1039/c000268b
Zhou XM, et al. Chiral 1-phenylethylamine-derived Phosphine-phosphoramidite Ligands for Highly Enantioselective Rh-catalyzed Hydrogenation of Beta-(acylamino)acrylates: Significant Effect of Substituents On 3,3'-positions of Binaphthyl Moiety. Org Biomol Chem. 2010 May 21;8(10):2320-2. PubMed PMID: 20376384.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of beta-(acylamino)acrylates: significant effect of substituents on 3,3'-positions of binaphthyl moiety. AU - Zhou,Xiao-Mao, AU - Huang,Jia-Di, AU - Luo,Li-Bin, AU - Zhang,Chen-Lu, AU - Hu,Xiang-Ping, AU - Zheng,Zhuo, PY - 2010/4/9/entrez PY - 2010/4/9/pubmed PY - 2010/8/13/medline SP - 2320 EP - 2 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 8 IS - 10 N2 - A series of new chiral phosphine-phosphoramidite ligands with a 3,3'-substituted binaphthyl moiety were prepared from 1-phenylethylamine, and successfully applied in the Rh-catalyzed asymmetric hydrogenation of beta-(acylamino)-acrylates. The research disclosed that the substituents on the 3,3'-positions of binaphthyl moiety significantly influenced the enantioselectivity. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/20376384/Chiral_1_phenylethylamine_derived_phosphine_phosphoramidite_ligands_for_highly_enantioselective_Rh_catalyzed_hydrogenation_of_beta__acylamino_acrylates:_significant_effect_of_substituents_on_33'_positions_of_binaphthyl_moiety_ L2 - https://doi.org/10.1039/c000268b DB - PRIME DP - Unbound Medicine ER -