Document Detail


Nickel-catalyzed arylative ring-opening of 3-methylenecycloalkane-1,1-dicarboxylates.
MedLine Citation:
PMID:  20394417     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
An arylative ring-opening reaction of cyclic allylmalonates with arylzinc reagents under nickel catalysis has been developed. Upon the ring-opening sp(3)C-sp(3)C bond cleavage, the allylic moiety serves as an allylic electrophile to react with arylzinc reagents. Simultaneously, the malonate moiety is converted to the corresponding zinc enolate, which can react further with electrophiles. The overall process increases molecular complexity and diversity starting from readily available substrates and is useful in organic synthesis.
Authors:
Yuto Sumida; Hideki Yorimitsu; Koichiro Oshima
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Organic letters     Volume:  12     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2010 May 
Date Detail:
Created Date:  2010-05-14     Completed Date:  2010-08-12     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2254-7     Citation Subset:  IM    
Affiliation:
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
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MeSH Terms
Descriptor/Qualifier:
Catalysis
Dicarboxylic Acids / chemical synthesis*,  chemistry*
Molecular Structure
Nickel / chemistry*
Organometallic Compounds / chemistry*
Stereoisomerism
Zinc / chemistry*
Chemical
Reg. No./Substance:
0/Dicarboxylic Acids; 0/Organometallic Compounds; 7440-02-0/Nickel; 7440-66-6/Zinc

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


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