Document Detail


Aldehyde- and ketone-induced tandem decarboxylation-coupling (Csp(3)-Csp) of natural alpha-amino acids and alkynes.
MedLine Citation:
PMID:  20055374     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
An interesting aldehyde- and ketone-induced intermolecular tandem decarboxylation-coupling (Csp(3)-Csp) catalyzed by copper with use of natural alpha-amino acids as starting materials is developed under neutral conditions with the production of CO(2) and H(2)O as the only byproducts. Various functionalized nitrogen-containing compounds were obtained by this method. In these processes, interesting regioselectivites of the alkylation were observed, which has been rationalized by the relative stability of proposed resonance structures based on computation methods.
Authors:
Hai-Peng Bi; Qingfeng Teng; Min Guan; Wen-Wen Chen; Yong-Min Liang; Xiaojun Yao; Chao-Jun Li
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  75     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2010 Feb 
Date Detail:
Created Date:  2010-01-29     Completed Date:  2010-04-05     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  783-8     Citation Subset:  IM    
Affiliation:
Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Quebec H3A 2K6, Canada.
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MeSH Terms
Descriptor/Qualifier:
Aldehydes / chemistry*
Alkynes / chemistry*
Amino Acids / chemistry*
Catalysis
Copper / chemistry*
Decarboxylation
Magnetic Resonance Spectroscopy
Molecular Structure
Stereoisomerism
Structure-Activity Relationship
Chemical
Reg. No./Substance:
0/Aldehydes; 0/Alkynes; 0/Amino Acids; 7440-50-8/Copper

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