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Asymmetric Amplification by Kinetic Resolution Using A Racemic Reagent: Example in Amine Acetylation
Author(s) -
Satyanarayana Tummanapalli,
Kagan Henri B.
Publication year - 2006
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.200600026
Subject(s) - kinetic resolution , reagent , amine gas treating , acetylation , resolution (logic) , kinetic energy , chemistry , organic chemistry , computer science , enantioselective synthesis , biochemistry , physics , catalysis , programming language , gene , quantum mechanics
The reaction of a racemic reagent on a mixture of enantiomers with small ee ( ee =enantiomeric excess) has been studied for amine acylation. A substantial asymmetric amplification could be realized, for example, from 67 to >95.5 ee . The combination of asymmetric amplifications is subsequently discussed. Two sequential asymmetric amplifications, one using a racemic reagent and another using a positive nonlinear effect allowed us to start from 1.5 % ee and end with a large amount of a product of 97 % ee .