碱性条件下H-次膦酸酯的烷基化反应。
Alkylation of H-phosphinate esters under basic conditions.
作者信息
Abrunhosa-Thomas Isabelle, Sellers Claire E, Montchamp Jean-Luc
机构信息
Department of Chemistry, Texas Christian University, TCU Box 298860, Fort Worth, Texas 76129, USA.
出版信息
J Org Chem. 2007 Apr 13;72(8):2851-6. doi: 10.1021/jo062436o. Epub 2007 Mar 13.
Abstract
An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride.
摘要
开发了一种高效通用的方法，用于在低温下用LHMDS使次膦酸酯直接烷基化。该反应的简单性允许使用各种次膦酸酯，并能与多种亲电试剂发生反应。该方法可用于制备一些γ-氨基丁酸（GABA）类似物或GABA类似物的前体。分离产率中等至良好。这是首次关于用仲碘化物或伯氯化物进行烷基化反应的报道。
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