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Organocatalytic Oxidation of Secondary Alcohols Using 1,2‐Di(1‐naphthyl)‐1,2‐ethanediamine (NEDA)
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.201402991
Subject(s) - enantiopure drug , chemistry , diamine , kinetic resolution , alcohol oxidation , alcohol , benzyl alcohol , catalysis , organic chemistry , medicinal chemistry , enantioselective synthesis
Diamine, 1,2‐di(1‐naphthyl)‐1,2‐ethanediamine (NEDA), efficiently catalyzes the oxidation of alcohols by using TBHP as an oxidant. Notably, secondary benzyl alcohols are oxidized in almost quantitative yields, and the catalyst also displays high activity towards even hindered cycloaliphatic secondary alcohols. With enantiopure ( R , R )‐NEDA, oxidative kinetic resolution can be realized and depending on the alcohol ee up to 99 % are achieved.