首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >Heterogeneously catalyzed diastereoselective synthesis of 2-nitro-1,3-di(pyridin-2-yl)propane-1,3-diols
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Heterogeneously catalyzed diastereoselective synthesis of 2-nitro-1,3-di(pyridin-2-yl)propane-1,3-diols

机译:2-硝基-1,3-二吡啶(吡啶-2-基)丙烷-1,3-二醇的非均相催化非对映选择性合成

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摘要

2-Nitro-1,3-di(pyridin-2-yl)propane-1,3-diols 4a, 4b are prepared via nitroaldol (Henry) reaction in two separate steps by straightforward procedures. The employment of two solids as catalysts, namely the hydrotalcite Syntal 696? and the ion exchange resin Amberlyst A21? allows a simple work-up and leads to the diastereoselective formation of the (R,R)- and (S,S)-isomers. The solid-state structures of 4a, 4b as well as of their precursor compounds 3a and 3b were determined. Reaction of 4a with zinc chloride yields a mononuclear zinc chloride complex. To circumvent retro-reactions, trialkylsilyl protective groups are deployed.
机译:2-硝基-1,3-二(吡啶-2-基)丙烷-1,3-二醇4a,4b是通过硝基醛(Henry)反应在两个单独的步骤中通过简单的方法制备的。使用两种固体作为催化剂,即水滑石Syntal 696?和离子交换树脂Amberlyst A21?允许简单的后处理并导致(R,R)-和(S,S)异构体的非对映选择性形成。确定了4a,4b及其前体化合物3a和3b的固态结构。 4a与氯化锌反应生成单核氯化锌配合物。为了规避逆反应,部署了三烷基甲硅烷基保护基。

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