Preparative Organic Chemistry
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ChemInform Abstract: Reactivity of Hypervalent Species of Silicon: Cleavage of the Allyl- Silicon Bond.
First published: January 12, 1988
Abstract
The reactivities of the silicon-allyl bonds in the penta-coordinated silicon compounds (I) and (II) are compared.
ChemInform Abstract
The reactivities of the silicon-allyl bonds in the penta-coordinated silicon compounds (I) and (II) are compared. The allyl transfer to the carbonyl compounds (III), yielding the homoallylic alcohols (IV), requires nucleophilic conditions in the case of (I), while (II) reacts similarly under electrophilic conditions. (IIIc) and (II) form 1-allylcyclohexene (V) as the main product due to dehydration of the alcohol (IVc).
