Document Detail


Bispalladacycle-catalyzed Brønsted acid/base-promoted asymmetric tandem azlactone formation-Michael addition.
MedLine Citation:
PMID:  20715774     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Cooperative activation by a soft bimetallic catalyst, a hard Brønsted acid, and a hard Brønsted base has allowed the formation of highly enantioenriched, diastereomerically pure masked alpha-amino acids with adjacent quaternary and tertiary stereocenters in a single reaction starting from racemic N-benzoylated amino acids. The products can, for example, be used to prepare bicyclic dipeptides.
Authors:
Manuel Weber; Sascha Jautze; Wolfgang Frey; René Peters
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  132     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2010 Sep 
Date Detail:
Created Date:  2010-09-02     Completed Date:  2010-12-23     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  12222-5     Citation Subset:  IM    
Affiliation:
Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany.
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MeSH Terms
Descriptor/Qualifier:
Catalysis
Lactones / chemical synthesis*,  chemistry
Molecular Structure
Organometallic Compounds / chemistry*
Palladium / chemistry*
Stereoisomerism
Chemical
Reg. No./Substance:
0/Lactones; 0/Organometallic Compounds; 7440-05-3/Palladium

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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