Document Detail


Tandem intramolecular Michael-aldol reaction as a tool for the construction of the C-ring of hexacyclinic acid.
MedLine Citation:
PMID:  16869641     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[reaction: see text] The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses.
Authors:
Andriy Stelmakh; Timo Stellfeld; Markus Kalesse
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Organic letters     Volume:  8     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2006 Aug 
Date Detail:
Created Date:  2006-07-27     Completed Date:  2007-06-06     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3485-8     Citation Subset:  IM    
Affiliation:
Institute of Organic Chemistry, University of Hannover, Schneiderberg 1B, 30167 Hannover, Germany.
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MeSH Terms
Descriptor/Qualifier:
Crystallography, X-Ray
Heterocyclic Compounds with 4 or More Rings / chemical synthesis*,  chemistry
Macrolides / chemical synthesis*,  chemistry
Molecular Conformation
Molecular Structure
Streptomyces / chemistry
Chemical
Reg. No./Substance:
0/Heterocyclic Compounds with 4 or More Rings; 0/Macrolides; 0/hexacyclinic acid

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