Document Detail


Enantioselective bromocycloetherification by Lewis base/chiral Brønsted acid cooperative catalysis.
MedLine Citation:
PMID:  22145621     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A binary catalyst system for the enantioselective bromocycloetherification of 5-arylpentenols is described. The combination of an achiral Lewis base and a chiral Brønsted acid affords good enantioselectivities for the cyclization of Z configured 5-arylpentenols to form bromomethyltetrahydrofurans. The constitutional site selectivity is highly dependent upon the aromatic substituent and the configuration of the double bond.
Authors:
Scott E Denmark; Matthew T Burk
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2011-12-06
Journal Detail:
Title:  Organic letters     Volume:  14     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2012 Jan 
Date Detail:
Created Date:  2012-01-06     Completed Date:  2012-04-17     Revised Date:  2014-09-12    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  256-9     Citation Subset:  IM    
Copyright Information:
© 2011 American Chemical Society
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MeSH Terms
Descriptor/Qualifier:
Acids / chemistry*
Bromine Compounds / chemistry*
Catalysis
Cyclization
Ether / chemistry*
Lewis Bases / chemistry*
Stereoisomerism
Grant Support
ID/Acronym/Agency:
R01 GM085235/GM/NIGMS NIH HHS; R01 GM085235-02/GM/NIGMS NIH HHS; R01 GM82535/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Acids; 0/Bromine Compounds; 0/Lewis Bases; 0F5N573A2Y/Ether
Comments/Corrections

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


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