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The Corey–House synthesis (also called the Corey–Posner, Whitesides–House reaction and other permutations) is an organic reaction that involves the reaction of a lithium dialkyl cuprate with an alkyl halide to form a new alkane, an organocopper compound and a lithium halide. :R2CuLi + R'-X → R-R' + RCu + LiX ==Reaction mechanism== This reaction occurs in two steps. The alkyl halide is treated with lithium metal, and solvated in dry ether, which converts the alkyl halide into an alkyl lithium compound, R-Li. The starting R-X can be primary, secondary or tertiary alkyl halide: :R-X + 2Li → R-Li + Li-X The second step requires the alkyl lithium compound to be treated with cuprous iodide (CuI). This creates a lithium dialkyl cuprate compound. These compounds were first synthesized by Henry Gilman of Iowa State University, and are usually called Gilman reagents in honor of his contributions: :2RLi + CuI → R2CuLi + LiI The lithium dialkyl cuprate is then treated with the second alkyl halide, which couples to the compound: :R2CuLi + R'-X → R-R' + RCu + LiX If second alkyl halide is not the same as the first, then cross-products are formed. It is important to note that for this reaction to work successfully, the second alkyl halide must be a methyl halide, benzyl halide, primary alkyl halide or a secondary cyclo alkyl halide. The relative simplicity of this reaction makes it a useful technique for synthesizing organic compounds. 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Corey–House synthesis」の詳細全文を読む スポンサード リンク
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