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Functionalized cyclobutanes via Heck cyclization.
MedLine Citation:
PMID:  17900129     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
Heck-type 4-exo-trig cyclization of linear 2-enol triflate-1,5-hexadienes provides functionalized methylene cyclobutanes. Intramolecular palladium coordination can initiate beta-hydride elimination leading to 1,2-dimethylene cyclobutane derivatives, which are obtained with high selectivity if substrates having a geminal diphenyl group at Calpha are used. In parallel, formal 5-endo-trig cyclization and beta-hydride elimination form 1-methylene cyclopent-2-en derivatives.
Authors:
Anna Innitzer; Lothar Brecker; Johann Mulzer
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Publication Detail:
Type:  Journal Article     Date:  2007-09-27
Journal Detail:
Title:  Organic letters     Volume:  9     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-10-18     Completed Date:  2008-01-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  4431-4     Citation Subset:  -    
Affiliation:
Institut für Organische Chemie der Universität Wien, Währingerstrasse 38, 1090 Wien, Austria.
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