Achiral β-amino alcohols as efficient ligands for the ruthenium-catalysed asymmetric transfer hydrogenation of sulfinylimines

Tetrahedron Letters

Volumn 52, Issue 7, 2011, Pages 789-791

  Guijarro, David ^a   Pablo, Óscar ^a   Yus, Miguel ^a  

^a UNIVERSITY OF ALICANTE   (Spain)

Author keywords

Asymmetric transfer hydrogenation; Chiral primary amine; Diastereoselective reduction; Ruthenium catalyst; Sulfinylimine

Indexed keywords

2 PROPANOL; ACHIRAL BETA AMINO ALCOHOL; AMINE; ERYTHROMYCIN ETHYLSUCCINATE; IMINE; LIGAND; RUTHENIUM; RUTHENIUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; HYDROGENATION; REACTION TIME;

EID: 78651396826     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.12.031     Document Type: Article

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27. iOH, 0.113 mmol) were successively added. After completion of the reaction (monitored by TLC), the reaction mixture was passed through a small column of silica gel, the column was washed with ethyl acetate and the combined organic phases were evaporated to give a residue that was directly submitted to the desulfinylation step, which was carried out following the procedure previously described by us (see Ref. 8b). The absolute configuration of the asymmetric carbon atom of the major enantiomer was determined by comparison of the sign of the specific rotation of the free amine 2a with the reported data. The enantiomeric excess was determined for the corresponding benzamide by HPLC as previously described by us (see Ref. 8b).