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Asymmetric Hydrogenation of α,β‐Unsaturated Carboxylic Acids Catalyzed by Ruthenium(II) Complexes of Spirobifluorene Diphosphine (SFDP) Ligands
Author(s) -
Cheng Xu,
Xie JianHua,
Li Sheng,
Zhou QiLin
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200606065
Subject(s) - chemistry , diphosphines , ruthenium , asymmetric hydrogenation , catalysis , ligand (biochemistry) , organic chemistry , noyori asymmetric hydrogenation , medicinal chemistry , enantioselective synthesis , biochemistry , receptor
The ruthenium diacetate complexes ligated by chiral spirobifluorene diphosphines (SFDP) were very effective catalysts for the asymmetric hydrogenation of tiglic acid derivatives and α‐methylcinnamic acid derivatives with high activities and excellent enantioselectivities (up to 98 % ee ). The α‐aryloxybutenoic acids can also be hydrogenated by these catalysts to provide the corresponding saturated α‐aryloxybutanoic acids in high yields (89–93 %) and enantioselectivities (up to 95 % ee ). In this reaction, the SFDP ligand with para ‐methyl groups on the P ‐phenyl rings gave the best results.