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OsO 4 ⋅Streptavidin: A Tunable Hybrid Catalyst for the Enantioselective cis ‐Dihydroxylation of Olefins
Author(s) -
Köhler Valentin,
Mao Jincheng,
Heinisch Tillmann,
Pordea Anca,
Sardo Alessia,
Wilson Yvonne M.,
Knörr Livia,
Creus Marc,
Prost JeanChristophe,
Schirmer Tilman,
Ward Thomas R.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201103632
Subject(s) - dihydroxylation , enantioselective synthesis , streptavidin , enantiomer , olefin fiber , catalysis , inversion (geology) , chemistry , combinatorial chemistry , computer science , stereochemistry , organic chemistry , biology , biochemistry , biotin , paleontology , structural basin
Taking control : Selective catalysts for olefin dihydroxylation have been generated by the combination of apo‐streptavidin and OsO 4 . Site‐directed mutagenesis allows improvement of enantioselectivity and even inversion of enantiopreference in certain cases. Notably allyl phenyl sulfide and cis ‐β‐methylstyrene were converted with unprecedented enantiomeric excess.

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