Ren Hongjun, Krasovskiy Arkady, Knochel Paul
Department Chemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377 München, Germany.
Org Lett. 2004 Nov 11;6(23):4215-7. doi: 10.1021/ol048363h.
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 degrees C. 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.
通过在-40至-20℃下与异丙基氯化镁·氯化锂反应，无环官能化烯基碘化物以高立体选择性转化为相应的官能化烯基镁衍生物。腈、氯、碘和酯等官能团很容易耐受。将带有酮基的烯基碘化物转化为相应的硅烷基化氰醇，可制备相应的格氏试剂，经酰化和脱保护后得到不饱和1,4-二酮。
