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Amplification of Enantiomeric Excess in a Proline‐Mediated Reaction
Author(s) -
Mathew Suju P.,
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.200453997
Subject(s) - homochirality , enantiomeric excess , autocatalysis , chemistry , catalysis , enantiomer , proline , organic chemistry , autocatalytic reaction , amino acid , abiogenesis , adduct , combinatorial chemistry , astrobiology , enantioselective synthesis , biochemistry , physics , statistical physics
The evolution of homochirality from simple organic molecules can perhaps be modeled on the proline‐mediated aminoxylation of aldehydes (see scheme). The observed accelerating reaction rate combined with an amplification of the enantiomeric excess of the product is attributed to an autoinductive reaction mediated by an adduct of proline and the product.