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In this transformation,
initial electrophilic ¦Ð -complexation of a carbon¨Ccarbon double bond leads to electron deficiency at the
carbon site which is vicinal to the C Sn bond. Stabilization of the developing ¦Â -carbocation occurs
with alignment of the C Sn single bond, and orbital overlap provides a description of a non-classical
cation in which the stannyl substituent carries a substantial fraction of the positive charge. Formation of a
carbon¨Ccarbon double bond proceeds with loss of the stannyl cation, and thus, electrophilic substitution
of the tin substituent has taken place with allylic transposition.

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