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Tandem α‐Alkylation/Asymmetric Transfer Hydrogenation of Acetophenones with Primary Alcohols
Author(s) -
Kovalenko Oleksandr O.,
Lundberg Helena,
Hübner Dennis,
Adolfsson Hans
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403032
Subject(s) - chemistry , transfer hydrogenation , alkylation , tandem , ruthenium , primary (astronomy) , enantiomeric excess , alcohol , enantiomer , catalysis , enantioselective synthesis , organic chemistry , primary alcohol , asymmetric hydrogenation , medicinal chemistry , combinatorial chemistry , materials science , physics , astronomy , composite material
Abstract A tandem α‐alkylation/asymmetric transfer hydrogenation of acetophenones with primary alcohols, mediated by a single ruthenium catalyst, is described. Under optimized reaction conditions and with use of [Ru( p ‐cymene)Cl 2 ] 2 in combination with an amino acid hydroxyamide ligand, the chiral secondary alcohol products were isolated in moderate yields and in moderate to good enantiomeric excess (up to 89 % ee ).