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DOI: 10.1055/s-2008-1067011
Allyltrimethylsilane
Publication History
Publication Date:
19 June 2008 (online)
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Introduction
Allyltrimethylsilane is an important reagent for the synthesis of homoallyl alcohols, ethers, amines, α,β-acetylenic ketones, β,γ-unsaturated ketones, etc., which are utilized as important building blocks for the synthesis of biologically active molecules. The allylation of carbonyl compounds is one of the most important C-C bond-forming reactions. The use of allyltrimethylsilane opens a new facet in the allylation reaction. The reaction of an allyltrimethylsilane with a carbonyl compound under Lewis acid conditions or in the presence of fluoride ions, known as the Sakurai-Hosomi reaction [¹] has been extensively studied and applied successfully in organic synthesis. In addition to allylation reactions, other reactions such as cyclization [²] or ring-opening reaction [³] are also carried out using the reagent.
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