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Galactose Oxidase Model: Biomimetic Enantiomer‐Differentiating Oxidation of Alcohols by a Chiral Copper Complex
Author(s) -
Alamsetti Santosh Kumar,
Mannam Sreedevi,
Mutupandi Pandi,
Sekar Govindasamy
Publication year - 2009
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.200802064
Subject(s) - enantiopure drug , galactose oxidase , kinetic resolution , enantiomer , chemistry , copper , catalysis , enantioselective synthesis , combinatorial chemistry , oxidase test , chiral resolution , organic chemistry , enzyme
GO for it! An enantiopure galactose oxidase (GO) enzyme model has been synthesized from readily available ( R )‐binam and Cu(OTf) 2 (see scheme; TEMPO=2,2,6,6‐tetramethyl‐piperidin‐1‐oxyl), and has been effectively used as an efficient chiral catalyst for the oxidative kinetic resolution of secondary alcohols. This is the first chiral copper‐catalyzed oxidative kinetic resolution of racemic benzoins and the simplest method for the synthesis of highly important enantiomerically enriched benzoins.