Stereoselective preparation of functionalized acyclic alkenylmagnesium reagents using i-PrMgCl•-LiCl
Stereoselective preparation of functionalized acyclic alkenylmagnesium reagents using i-PrMgCl•-LiCl
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DOI：
10.1021/ol048363h
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发表时间：
2004-11-11
期刊：
影响因子：
5.2
通讯作者：
Knochel, P
中科院分区：
文献类型：
--
作者：
Ren, HJ;Krasovskiy, A;Knochel, P
无环官能化烯基碘通过与i-PrMgCl-LiCl在-40 ℃至-20 ℃之间的反应以高立体选择性转化为相应的官能化烯基镁衍生物。官能团如腈、氯、碘和酯是容易耐受的。将带有酮基的烯基碘转化为相应的甲硅烷基化氰醇，可以制备相应的格氏试剂，在酰化和脱保护后得到不饱和的1，4-二酮。
Acyclic functionalized alkenyl iodides are converted with high stereoselectivity to the corresponding functionalized alkenylmagnesium derivatives by the reaction with i-PrMgCl-LiCl between -40 and -20 degreesC. Functional groups such as a nitrile, chloride, iodide, and ester are readily tolerated. The conversion of an alkenyl iodide bearing a keto group to the corresponding silylated cyanohydrin allows preparation of the corresponding Grignard reagent affording, after acylation and deprotection, unsaturated 1,4-diketones.