Asymmetric Rh-catalyzed hydrogenation of enamides with a chiral 1,4- bisphosphine bearing diphenylphosphino groups

Journal of Organic Chemistry

Volumn 63, Issue 25, 1998, Pages 9590-9593

  Zhu, Guoxin ^a   Zhang, Xumu ^a  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC AMINE; ALKENE; AMIDE; LIGAND; PHOSPHINE DERIVATIVE; RHODIUM;

ARTICLE; CATALYSIS; HYDROGENATION; LIGAND BINDING; REDUCTION; STEREOCHEMISTRY;

EID: 0032509396     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981612t     Document Type: Article

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46. The enantioselectivity achieved in the Rh-BICP-catalyzed hydrogenation of β-substituted isomeric enamides is comparable to that obtained with Rh-DuPhos catalysts (ref 8). For enamides without β-substitutions, Rh-DuPhos catalysts give better enantioselectivities than those with the Rh-BICP catalytic system. An efficient chiral aminodiphenylphosphine for asymmetric hydrogenation of enamides without β-substitutions was disclosed during the course of our investigation: Zhang, F.-Y.; Chan, A. S. C. Abstract. Symposium on Frontiers of Chemistry, Hong Kong, 1997. Zhang, F.-Y.; Pai, C.-C.; Chan, A. S. C. J. Am. Chem. Soc. 1998, 120, 5808.
47. The enantioselectivity achieved in the Rh-BICP-catalyzed hydrogenation of β-substituted isomeric enamides is comparable to that obtained with Rh-DuPhos catalysts (ref 8). For enamides without β-substitutions, Rh-DuPhos catalysts give better enantioselectivities than those with the Rh-BICP catalytic system. An efficient chiral aminodiphenylphosphine for asymmetric hydrogenation of enamides without β-substitutions was disclosed during the course of our investigation: Zhang, F.-Y.; Chan, A. S. C. Abstract. Symposium on Frontiers of Chemistry, Hong Kong, 1997. Zhang, F.-Y.; Pai, C.-C.; Chan, A. S. C. J. Am. Chem. Soc. 1998, 120, 5808.