Document Detail


Synthesis of gamma,delta-unsaturated glycolic acids via sequenced brook and Ireland--claisen rearrangements.
MedLine Citation:
PMID:  20143793     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Organozinc, -magnesium, and -lithium nucleophiles initiate a Brook/Ireland-Claisen rearrangement sequence of allylic silyl glyoxylates resulting in the formation of gamma,delta-unsaturated alpha-silyloxy acids.
Authors:
Daniel C Schmitt; Jeffrey S Johnson
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Organic letters     Volume:  12     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2010 Mar 
Date Detail:
Created Date:  2010-03-01     Completed Date:  2010-05-20     Revised Date:  2011-07-26    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  944-7     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
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MeSH Terms
Descriptor/Qualifier:
Dimerization
Glycolates / chemical synthesis*,  chemistry*
Glyoxylates / chemistry
Grant Support
ID/Acronym/Agency:
GM084927/GM/NIGMS NIH HHS; R01 GM084927-01A1/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Glycolates; 0/Glyoxylates; 298-12-4/glyoxylic acid; 79-14-1/glycolic acid
Comments/Corrections

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