Document Detail


Formal nucleophilic substitution of bromocyclopropanes with amides en route to conformationally constrained β-amino acid derivatives.
MedLine Citation:
PMID:  20726591     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A chemo- and diastereoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides with secondary amides is described. This method allows for convergent and highly selective synthesis of trans-β-aminocyclopropane carboxylic acid derivatives.
Authors:
Anthony R Prosser; Joseph E Banning; Marina Rubina; Michael Rubin
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Organic letters     Volume:  12     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2010 Sep 
Date Detail:
Created Date:  2010-09-10     Completed Date:  2010-12-21     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3968-71     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-75832, USA.
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MeSH Terms
Descriptor/Qualifier:
Amides / chemistry*
Amino Acids / chemistry*
Bromine Compounds / chemistry*
Cyclopropanes / chemistry*
Models, Molecular
Molecular Conformation
Chemical
Reg. No./Substance:
0/Amides; 0/Amino Acids; 0/Bromine Compounds; 0/Cyclopropanes

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