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Enamine Catalysis with Low Catalyst Loadings – High Efficiency via Kinetic Studies
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 490376
Author(s) Wiesner, Markus; Upert, Grégory; Angelici, Gaetano; Wennemers, Helma
Author(s) at UniBasel Wennemers, Helma
Year 2010
Title Enamine Catalysis with Low Catalyst Loadings – High Efficiency via Kinetic Studies
Journal Journal of the American Chemical Society
Volume 132
Number 1
Pages / Article-Number 6-7
Abstract Kinetic studies on enamine catalysis provided insight into the rate determining step(s) of peptide catalyzed conjugate addition reactions between aldehydes and nitroolefins. They demonstrate that not enamine formation but both the reaction of the enamine with the electrophile and hydrolysis of the resulting imine are rate limiting. These results allowed for reducing the catalyst loading by a factor of 10 to as little as 0.1 mol %. This is the lowest catalyst loading that has been achieved so far in enamine catalysis with low molecular weight catalysts for a broad range of substrates.
Publisher American Chemical Society
ISSN/ISBN 0002-7863
edoc-URL http://edoc.unibas.ch/dok/A5842389
Full Text on edoc No
Digital Object Identifier DOI 10.1021/ja9068112
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/19791790
ISI-Number WOS:000275084400003
Document type (ISI) Article
 
   

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