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Physical and Chemical Rationalization for Asymmetric Amplification in Autocatalytic Reactions
Author(s) -
Buono Frederic G.,
Iwamura Hiroshi,
Blackmond Donna G.
Publication year - 2004
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.200353086
Subject(s) - autocatalysis , chemistry , rationalization (economics) , aldehyde , alkylation , enantioselective synthesis , alkoxide , autocatalytic reaction , solvent , organic chemistry , computational chemistry , catalysis , philosophy , epistemology , physics , statistical physics
Selective precipitation of the product alkoxide 2′ is observed at higher conversions of substrate in the asymmetric autocatalytic alkylation of pyrimidyl aldehyde 1 . Enrichment or depletion of the enantiomeric excess in solution can result, depending on the solvent employed in the reaction. Asymmetric amplification may be effected by a synergistic combination of chemical and physical processes, leading to a homochiral reaction environment.