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Unprecedented Selectivity via Electronic Substrate Recognition in the 1,4‐Addition to Cyclic Olefins Using a Chiral Disulfoxide Rhodium Catalyst
Author(s) -
Bürgi Justus J.,
Mariz Ronaldo,
Gatti Michele,
Drinkel Emma,
Luan Xinjun,
Blumentritt Sascha,
Linden Anthony,
Dorta Reto
Publication year - 2009
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.200900429
Subject(s) - rhodium , ligand (biochemistry) , catalysis , chiral ligand , selectivity , substrate (aquarium) , chemistry , combinatorial chemistry , chelation , aryl , enantioselective synthesis , organic chemistry , biochemistry , oceanography , receptor , alkyl , geology
From zero to hero? Sulfoxides are generally not considered useful ligand entities in asymmetric metal catalysis. However, a chiral disulfoxide as a chelating ligand in the rhodium‐catalyzed 1,4‐addition of aryl boronic acids to cyclic, α,β‐unsaturated ketones and esters gives impressive catalytic results, thus opening the door to future applications of this new chiral ligand class.