Document Detail


Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.
MedLine Citation:
PMID:  21744818     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. The protocol is operationally simple, and the chiral reagent is readily recoverable.
Authors:
Craig E Stivala; Armen Zakarian
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2011-07-15
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  133     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2011 Aug 
Date Detail:
Created Date:  2011-08-03     Completed Date:  2011-11-28     Revised Date:  2012-05-02    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  11936-9     Citation Subset:  IM    
Copyright Information:
© 2011 American Chemical Society
Affiliation:
Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
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MeSH Terms
Descriptor/Qualifier:
Acetic Acids / chemical synthesis*,  chemistry*
Alkylation
Amides / chemistry*
Lithium / chemistry*
Molecular Structure
Stereoisomerism
Grant Support
ID/Acronym/Agency:
R01 GM077379/GM/NIGMS NIH HHS; R01 GM077379/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Acetic Acids; 0/Amides; 7439-93-2/Lithium

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


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