6533b871fe1ef96bd12d2380
RESEARCH PRODUCT
Synthesis of (S)-(+)-sotalol and (R)-(−)-isoproterenol via a catalytic enantioselective Henry reaction
Victor Hernandez‐olmosGonzalo BlayJosé R. Pedrosubject
chemistry.chemical_classificationNitroaldol reactionStereochemistryOrganic ChemistryEnantioselective synthesisAlkylationAldehydeCatalysisCatalysisInorganic ChemistrychemistryNitroAmine gas treatingPhysical and Theoretical ChemistryEnantiomerdescription
Abstract A unified approach for the synthesis of ( S )-(+)-sotalol and ( R )-(−)-isoproterenol has been developed. The enantioselective Henry reaction of the appropriate aldehyde in the presence of a camphor-derived amino pyridine–Cu(II) complex was the key step of the synthesis. The reduction of the nitro group to give the corresponding amino alcohols followed by reductive alkylation of the amine provided the target products with high enantiomeric excesses.
year | journal | country | edition | language |
---|---|---|---|---|
2010-03-01 | Tetrahedron: Asymmetry |