Document Detail

Synthesis of spiro[5.4]decenones and their transformation into bicyclo[4.4]deca-1,4-dien-3-ones by domino "elimination- double-Wagner-Meerwein-rearrangement" reactions.
MedLine Citation:
PMID:  15499558     Owner:  NLM     Status:  PubMed-not-MEDLINE    
The [3+3] cyclization of 1,3-bis-silyl enol ethers with 1,1-diacylcyclopentanes allows a convenient synthesis of spiro[5.4]decenones. Treatment of these compounds with trifluoroacetic acid (TFA) afforded a great variety of bicyclo[4.4.0]deca-1,4-dien-3-ones containing an angular alkyl group. This core structure occurs in a number of pharmacologically relevant natural products.
Gopal Bose; Ehsan Ullah; Peter Langer
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  10     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2004 Nov 
Date Detail:
Created Date:  2004-11-30     Completed Date:  2006-05-25     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  6015-28     Citation Subset:  -    
Institut für Chemie und Biochemie der Ernst-Moritz-Arndt Universität Greifswald, Soldmannstrasse 16, 17487 Greifswald, Germany.
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