Document Detail


Csp3-Csp3 and Csp3-H Bond Activation of 1,1-Disubstituted Cyclopentane.
MedLine Citation:
PMID:  23146104     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The unprecedented Csp3-Csp3 bond cleavage of the unactivated cyclopentane has been achieved. The RhI-catalyzed cycloaddition of allenylcyclopentane-alkynes produced in situ the 9-cyclopentyl-8-rhodabicyclo[4.3.0]nona-1,6-diene intermediates, which were subsequently susceptible to the [7+2] cycloaddition via β-carbon elimination affording the bicyclo[7.4.0]tridecatriene derivatives in good yields. Changing the RhI catalyst effected the Cγ-H bond activation of the common 9-cyclopentyl-8-rhodabicyclo[4.3.0]nona-1,6-diene intermediate to produce the novel spiro[2.4]heptane skeleton in a site-selective manner.
Authors:
Chisato Mukai; Yuu Ohta; Yuki Oura; Yasuaki Kawaguchi; Fuyuhiko Inagaki
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-12
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  -     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-13     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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