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Absolute Asymmetric Reduction Based on the Relative Orientation of Achiral Reactants
Author(s) -
Kuhn Alexander,
Fischer Peer
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.200902841
Subject(s) - enantioselective synthesis , absolute (philosophy) , chirality (physics) , absolute configuration , orientation (vector space) , ketone , reduction (mathematics) , surface (topology) , chemistry , stereochemistry , absolute zero , symmetry (geometry) , mathematics , philosophy , organic chemistry , physics , chiral symmetry breaking , epistemology , particle physics , catalysis , thermodynamics , symmetry breaking , geometry , nambu–jona lasinio model
Interested in chirality? Absolutely! The breaking of molecular symmetry in the absence of a chiral species is known as absolute asymmetric synthesis. In a purely geometric absolute method for the enantioselective reduction of prochiral ketones, the appropriate surface of an achiral single crystal of the ketone was exposed to NaBH 4 , and the relative spatial orientation of the achiral reactants determined the handedness of the product (see picture).
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