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Conformationally Stabilized Catalysts by Fluorine Insertion: Tool for Enantioselectivity Improvement
Author(s) -
Quintard Adrien,
Langlois JeanBaptiste,
Emery Daniel,
Mareda Jiri,
Guénée Laure,
Alexakis Alexandre
Publication year - 2011
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.201102757
Subject(s) - fluorine , catalysis , stereoselectivity , scheme (mathematics) , work (physics) , power (physics) , chemistry , combinatorial chemistry , expressive power , computer science , stereochemistry , organic chemistry , theoretical computer science , mathematics , engineering , physics , mechanical engineering , thermodynamics , mathematical analysis
F rigid cats : The power of conformationally stabilized catalysts is demonstrated. By taking appropriate advantage of fluorine insertion (see scheme), purely conformational catalyst design led to a notable improvement in enantioselectivities from around 70 % to 91–98.5 % ee. The other advantage of this approach is the better understanding of the origin of the stereoselectivity in the given catalytic system.