Methods for Organic Electrosynthesis - Fundamentals and Applications of Organic Electrochemistry - page 81

of carbon nucleophiles like allylsilane, as shown
in Eqs. 4.13 and 4.14 , even if such nucleophiles
are easily oxidized [23]. In these cases, owing to
the ArS group, selective C-S bond cleavage
takes place and an allyl group is introduced to
the α or benzylic carbon selectively.
(4.13)
(4.14)
On the other hand, it is known that the
electroauxiliary moiety and reactive site are
different in the case of cathodic reduction. For
instance, as shown in Eq. 4.15 , the first electron
transfer takes place at the easily electron
acceptable carbonyl group, and then adjacent
carbon-heteroatom bond cleavage takes place
selectively [24].