학술논문
Csp 3 -Csp 3 and Csp 3 -H Bond Activation of 1,1-Disubstituted Cyclopentane.
Document Type
Article
Source
Subject
*CARBON-carbon bonds
*CARBON-hydrogen bonds
*CYCLOPENTANE
*SCISSION (Chemistry)
*RING formation (Chemistry)
*RHODIUM catalysts
*CYCLOALKANES
*
*
*
*
*
*
Language
ISSN
0002-7863
Abstract
The unprecedented Csp3–Csp3 bond cleavage of unactivated cyclopentane has been achieved. RhI-catalyzed cycloaddition of allenylcyclopentane-alkynes produced in situ the 9-cyclopentyl-8-rhodabicyclo[4.3.0]nona-1,6-diene intermediates, which subsequently underwent [7+2] cycloaddition via β-C elimination, affording 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. [ABSTRACT FROM AUTHOR]