Document Detail


An Enantioselective Total Synthesis of Helioporins C and E.
MedLine Citation:
PMID:  23148527     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
A short and enantioselective total synthesis of helioporins C and E, which are bioactive marine diterpenes containing a serrulatane or amphilectane skeleton, was elaborated. The chirogenic step, i.e. a Cu(I)-catalyzed allylic alkylation of a cinnamyl chloride with methylmagnesium bromide, proceeded with virtually complete enantioselectivity (99% ee) in the presence of a chiral phosphine-phosphite ligand. The other stereocenters were diastereoselectively established through Me(2)AlCl-mediated cationic cyclization and Ir-catalyzed hydrogenation.
Authors:
Wibke Lölsberg; Susen Werle; Jörg-Martin Neudörfl; Hans-Günther Schmalz
Related Documents :
22061977 - Use of antioxidants to reduce lipid oxidation and off-odor volatiles of irradiated pork...
24073747 - Metal-catalyzed benzylic fluorination as a synthetic equivalent to 1,4-conjugate additi...
7500287 - Acid hydrolysis of diazepam. kinetic study of the reactions of 2-(n-methylamino)-5-chlo...
25189107 - A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthe...
23768407 - Trends in the synthesis of metal oxide nanoparticles through reverse microemulsions in ...
13677247 - Antioxidative properties of iberis amara extracts in biochemical model reactions.
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-13
Journal Detail:
Title:  Organic letters     Volume:  -     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Cologne , Greinstrasse 4, 50939 Köln, Germany.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

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


Previous Document:  Mycotoxins in the environment: II. Occurrence and origin in Swiss river waters.
Next Document:  A Versatile Approach to Organic Photovoltaics Evaluation Using White Light Pulse and Microwave Condu...