Beilstein J. Org. Chem.2008,4, No. 38, doi:10.3762/bjoc.4.38
electrophile trapping with the sulfone corresponds approximately to the rate of hydrogen atom transfer from (TMS)3SiH. Attempted reaction with methyl vinyl ketone, N,N-dimethylacrylamide and methylpropiolate gave rearranged-reduced azacycle 8 in modest yields, as well as small quantities of hydrosilylated
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Graphical Abstract
Scheme 1:
Cyclopropylmethyl–homoallyl and nortricyclyl–norbornenyl radical systems.