Abstract
Under basic conditions, 1-(trialkylsilyl)-allylic and -propargylic alcohols have been shown to undergo 1,2-rearrangement of a silyl group from carbon to oxygen to generate the corresponding 3-siloxyallyl and allenyl anionic species. Their synthetic utilities as homoenolate equivalents are described. Furthermore, by using a 3-silyl-4-penten-1-ol system, anionic species have been generated through a similar 1,4-rearrangement of a silyl group and their synthetic use is also discussed.
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