Ruthenium‐Catalyzed Tandem‐Isomerization/Asymmetric Transfer Hydrogenation of Allylic Alcohols | Zendy

Slagbrand Tove | Zendy; Lundberg Helena | Zendy; Adolfsson Hans | Zendy

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Ruthenium‐Catalyzed Tandem‐Isomerization/Asymmetric Transfer Hydrogenation of Allylic Alcohols

Author(s) -

Slagbrand Tove,

Lundberg Helena,

Adolfsson Hans

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201405207

Subject(s) - isomerization , allylic rearrangement , transfer hydrogenation , chemistry , tandem , catalysis , ruthenium , alcohol , enantiomer , enantiomeric excess , ligand (biochemistry) , ethanol , organic chemistry , medicinal chemistry , enantioselective synthesis , materials science , biochemistry , receptor , composite material

A one‐pot procedure for the direct conversion of racemic allylic alcohols to enantiomerically enriched saturated alcohols is presented. The tandem‐isomerization/asymmetric transfer hydrogenation process is efficiently catalyzed by [{Ru( p ‐cymene)Cl 2 } 2 ] in combination with the α‐amino acid hydroxyamide ligand 1 , and performed under mild conditions in a mixture of ethanol and THF. The saturated alcohol products are isolated in good to excellent chemical yields and in enantiomeric excess up to 93 %.

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