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Organocatalytic Oxidation of Secondary Alcohols Using 1,2‐Di(1‐naphthyl)‐1,2‐ethanediamine (NEDA) (Eur. J. Org. Chem. 28/2014)
Author(s) -
AlHunaiti Afnan,
Räisänen Minna,
Pihko Petri,
Leskelä Markku,
Repo Timo
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.201490078
Subject(s) - chemistry , kinetic resolution , enantiomer , selectivity , organocatalysis , catalysis , enantiomeric excess , organic chemistry , high resolution , benzyl alcohol , oxidative phosphorylation , medicinal chemistry , enantioselective synthesis , biochemistry , remote sensing , geology
The cover picture shows the organocatalytic oxidation of alcohols with high selectivity towards secondary alcohols. The reaction is catalyzed by 1,2‐di(1‐naphthyl)‐1,2‐ethanediamine (NEDA) in the presence of tert ‐butyl hydroperoxide (TBHP) as a terminal oxidant. The secondary benzyl alcohols and even hindered cycloaliphatic secondary alcohols are oxidized in nearly quantitative yields. Enantiomers of NEDA were also studied in the oxidative kinetic resolution of racemic secondary alcohols, and good to excellent ee values were observed. Details are discussed in the Short Communication by T. Repo et al. on p. 6141 ff .